28 results on '"Aziz Auhmani"'
Search Results
2. New bis-isoxazole with monoterpenic skeleton: regioselective synthesis, spectroscopicinvestigation, electrochemical, and density functional theory (DFT) studies
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ALI OUBELLA, MERYEM HRIMLA, MOUHI EDDINE HACHIM, MOURAD FAWZI, ABDOULLAH BIMOUSSA, LAHOUCINE BAHSIS, AZIZ BOUTOUIL, AZIZ AUHMANI, ABDELKHALEK RIAHI, and MY YOUSSEF AIT ITTO
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General Chemistry - Published
- 2022
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3. The inhibitory action of 3-phenyl-isoxazoline-carvone on carbon steel in HCl solution was investigated experimentally and theoretically
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Esseddik Elqars, Mouhi Eddine Hachim, Ali Oubella, Said Byadi, Lahoucine Bahsis, Aziz Auhmani, Mohamed Guennoun, Abdelhafid Essadki, My Youssef Ait Itto, and Taibi Nbigui
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Mechanics of Materials ,Materials Chemistry ,Surfaces and Interfaces ,General Chemistry ,Surfaces, Coatings and Films - Published
- 2021
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4. Design, Synthesis, Cytotoxic Effect Evaluation and Molecular Docking of (R)‐Camphor‐Based Thiazolidinone‐Isoxazole and Thiazolidinone‐1,2,3‐triazole Hybrids'
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Abdellah N'ait Ousidi, Abdoullah Bimoussa, Mohammed Loubidi, Mourad Fawzi, Yassine Laamari, Ali Oubella, Mohamed Maatallah, Sabine Berteina‐Raboin, Aziz Auhmani, Mohamed Labd Taha, Hamid Morjani, and Moulay Youssef Ait Itto
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General Chemistry - Published
- 2023
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5. Novel Hydrazono‐2‐Iminothiazolidin‐4‐Ones Based on a Monoterpenic Skeleton as Potential Antitumor Agents: Synthesis, DFT Studies, in Vitro Cytotoxicity, Apoptosis Inducing Properties and Molecular Docking
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Mourad Fawzi, Ali Oubella, Az‐Eddine El Mansouri, Abdoullah Bimoussa, El Mostafa Ketatni, Mohamed Saadi, Lahcen El Ammari, Moulay Youssef Ait Itto, Hamid Morjani, and Aziz Auhmani
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Molecular Structure ,Caspase 3 ,Antineoplastic Agents ,Apoptosis ,Bioengineering ,General Chemistry ,General Medicine ,Ligands ,Biochemistry ,Molecular Docking Simulation ,Structure-Activity Relationship ,Cell Line, Tumor ,Humans ,Molecular Medicine ,Drug Screening Assays, Antitumor ,Molecular Biology ,Cell Proliferation - Abstract
A series of novel 2-iminothiazolidin-4-one analogs have been synthesized from limonaketone, and structurally characterized by HR-MS
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- 2022
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6. Design, Synthesis, Biological and Computational Assessment of New Thiazolidin‐4‐one Derivatives as Potential Anticancer Agents Through the Apoptosis Pathway
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Abdoullah Bimoussa, Ali Oubella, Imane Bjij, Mourad Fawzi, Yassine Laamari, My Youssef Ait Itto, Abdelouahed Auhmani, Hamid Morjani, Driss Cherqaoui, and Aziz Auhmani
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General Chemistry - Published
- 2022
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7. Electrochemical and theoretical studies of some monoterpenic thiazolidinones as corrosion inhibitors for steel in acidic media
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Aziz Auhmani, Abdellah N'ait Ousidi, Rachid Idouhli, Mohy Eddine Khadiri, My Youssef Ait Itto, A. Abouelfida, and Abdelaziz Benyaich
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Materials science ,Hydrochloric acid ,030206 dentistry ,02 engineering and technology ,Surfaces and Interfaces ,General Chemistry ,021001 nanoscience & nanotechnology ,Electrochemistry ,Surfaces, Coatings and Films ,Corrosion ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,Adsorption ,chemistry ,Mechanics of Materials ,Materials Chemistry ,0210 nano-technology ,Nuclear chemistry - Abstract
This work deals with the study of the inhibition activity of three thiazolidinones (prepared from monoterpenic ketones) on the deterioration of S300 steel in hydrochloric acid solution. The potenti...
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- 2020
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8. Synthesis and Biological Evaluation of Novel Thiazole Analogs with Both Anti‐Proliferative and Mechanistic Analyses and Molecular Docking Studies
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Abdoullah Bimoussa, Ali Oubella, Az‐eddine El Mansouri, Mourad Fawzi, Yassine Laamari, Abdelouahed Auhmani, My Youssef Ait Itto, Hamid Morjani, and Aziz Auhmani
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General Chemistry - Published
- 2022
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9. Synthesis and Antitumor Activity of Novel Heterocyclic Systems with Monoterpenic Skeleton Combining Dichlorocyclopropane and 1,3,4‐Thiadiazole Nucleus
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Abdelkhalek Riahi, Aziz Auhmani, Anthony Robert, Moulay Youssef Ait Itto, Mourad Fawzi, Hamid Morjani, Ali Oubella, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Biospectroscopie Translationnelle - EA 7506 (BIOSPECT), Université de Reims Champagne-Ardenne (URCA), Cristallographie, Résonance Magnétique et Modélisations (CRM2), and Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS)
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Antitumor activity ,010405 organic chemistry ,Stereochemistry ,Chemistry ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Skeleton (computer programming) ,0104 chemical sciences ,3. Good health ,medicine.anatomical_structure ,1,3-Dipolar cycloaddition ,medicine ,[CHIM]Chemical Sciences ,Nucleus ,ComputingMilieux_MISCELLANEOUS - Abstract
International audience
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- 2020
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10. Crystal structure of ( R )-5-[( R )-3-(4-chlorophenyl)-5-methyl-4,5-dihydroisoxazol-5-yl]-2-methylcyclohex-2-enone
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Ali Oubella, My Youssef Ait Itto, Aziz Auhmani, Abdelkhalek Riahi, Jean-Claude Daran, Abdelwahed Auhmani, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
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crystal structure ,natural products ,030303 biophysics ,Crystal structure ,pharmaceutical activities ,010403 inorganic & nuclear chemistry ,Ring (chemistry) ,01 natural sciences ,Medicinal chemistry ,Crystal ,lcsh:Chemistry ,03 medical and health sciences ,chemistry.chemical_compound ,Column chromatography ,[CHIM]Chemical Sciences ,General Materials Science ,0303 health sciences ,Chemistry ,Diastereomer ,Absolute configuration ,General Chemistry ,Condensed Matter Physics ,isoxazole derivatives ,3. Good health ,0104 chemical sciences ,absolute configuration ,lcsh:QD1-999 ,Proton NMR ,Enone - Abstract
The title compound, C17H18ClNO2, was prepared and isolated as a pure diastereoisomer, using column chromatography followed by a succession of fractional crystallizations. Its exact structure was fully identified via 1H NMR and confirmed by X-ray diffraction. It is built up from a central five-membered dihydroisoxazole ring to which a p-chlorophenyl group and a cyclohex-2-enone ring are attached in the 3 and 5 positions. The cyclohex-2-one and isoxazoline rings each exhibit an envelope conformation. The crystal packing features C—H...O, C—H...N and C—H...π interactions, which generate a three-dimensional network.
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- 2020
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11. Crystal structure of (4bS,8aR)-1-isopropyl-4b,8,8-trimethyl-7-oxo-4b,7,8,8a,9,10-hexahydrophenanthren-2-yl acetate
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Aziz Auhmani, El Mostafa Ketatni, Abdelkhalek Riahi, Yassine Laamari, Moulay Youssef Ait Itto, and Sylviane Chevreux
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phenanthrene ,crystal structure ,natural product ,Crystallography ,Chemistry ,Hydrogen bond ,General Chemistry ,Crystal structure ,010402 general chemistry ,010403 inorganic & nuclear chemistry ,Condensed Matter Physics ,Ring (chemistry) ,HEXA ,01 natural sciences ,0104 chemical sciences ,Crystal ,C—H...π interactions ,QD901-999 ,Atom ,General Materials Science ,C—H...O hydrogen bond ,Isopropyl - Abstract
The title compound, C22H28O3, was prepared by a direct acetylation reaction of naturally occurring totarolenone. The molecule contains three fused rings, which exhibit different conformations. The central ring has a half-chair conformation, while the non-aromatic oxo-substituted ring has a screw-boat conformation. In the crystal, molecules are linked by C—H...O hydrogen bonds and C—H...π interactions, forming sheets parallel to the bc plane. The carbonyl O atoms and the C atom at the 6-position of the cyclohexene ring are each disordered over two sets of sites with major occupancy components of 0.63 (7) and 0.793 (14), respectively.
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- 2018
12. Crystal structure of (1S,3R,8R,9R)-2,2-dichloro-3,7,7-trimethyl-10-methylenetricyclo[6.4.0.01,3]dodecan-9-ol
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Ahmed Benzalim, Aziz Auhmani, Abdoullah Bimoussa, My Youssef Ait Itto, Jean-Claude Daran, Abdelwahed Auhmani, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
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crystal structure ,natural products ,Stereochemistry ,asymmetric synthesis ,Cyclohexane conformation ,Crystal structure ,010402 general chemistry ,010403 inorganic & nuclear chemistry ,Ring (chemistry) ,01 natural sciences ,Medicinal chemistry ,Research Communications ,sesquiterpenes ,[CHIM.COOR]Chemical Sciences/Coordination chemistry ,General Materials Science ,chemistry.chemical_classification ,Crystallography ,biology ,Chemistry ,Hydrogen bond ,Alkene ,Absolute configuration ,Enantioselective synthesis ,General Chemistry ,Condensed Matter Physics ,biology.organism_classification ,3. Good health ,0104 chemical sciences ,absolute configuration ,QD901-999 ,Tetra - Abstract
The title compound was synthesized by treating (1S,3R,8S,9R,10S)-2,2-dichloro-3,7,7,10-tetramethyl-9,10-epoxytricyclo[6.4.0.01,3]dodecane with a concentrated solution of hydrobromic acid. It is built up from three fused rings: a cycloheptane ring, a cyclohexyl ring bearing alkene and hydroxy substituents, and a cyclopropane ring bearing two chlorine atoms., The title compound, C16H24Cl2O, was synthesized by treating (1S,3R,8S,9R,10S)-2,2-dichloro-3,7,7,10-tetramethyl-9,10-epoxytricyclo[6.4.0.01,3]dodecane with a concentrated solution of hydrobromic acid. It is built up from three fused rings: a cycloheptane ring, a cyclohexyl ring bearing alkene and hydroxy substituents, and a cyclopropane ring bearing two chlorine atoms. The asymmetric unit contains two molecules linked by an O—H⋯O hydrogen bond. In the crystal, further O—H⋯O hydrogen bonds build up an R 4 4(8) cyclic tetramer. One of the molecules presents disorder that affects the seven-membered ring. In both molecules, the six-membered rings display a chair conformation, whereas the seven-membered rings display conformations intermediate between boat and twist-boat for the non-disordered molecule and either a chair or boat and twist-boat for the disordered molecule owing to the disorder. The absolute configuration for both molecules is 1S,3R,8R,9R and was deduced from the chemical pathway and further confirmed by the X-ray structural analysis.
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- 2016
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13. Crystal structure of 2-isopropyl-4-methoxy-5-methylphenyl 4-methylbenzenesulfonate
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Aziz Auhmani, Jean-Claude Daran, Mostafa Kouili, Abdelwahed Auhmani, My Youssef Ait Itto, Yassine Laamari, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and Université Sultan Moulay Slimane (USMS )
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tosylation of alcohols ,Organic synthesis ,Crystal structure ,010402 general chemistry ,010403 inorganic & nuclear chemistry ,Ring (chemistry) ,01 natural sciences ,Medicinal chemistry ,Research Communications ,Crystal ,chemistry.chemical_compound ,Drug synthesis ,General Materials Science ,[CHIM.COOR]Chemical Sciences/Coordination chemistry ,Tosylation of alcohols ,Meroterpene ,Crystallography ,General Chemistry ,Meth ,Condensed Matter Physics ,3. Good health ,0104 chemical sciences ,Sulfonate ,chemistry ,QD901-999 ,Isopropyl - Abstract
The title compound, an hemisynthetic product, was obtained by the tosylation reaction of the naturally occurring meroterpene p-methoxythymol 1., The title compound, C18H22O4S, an hemisynthetic product, was obtained by the tosylation reaction of the naturally occurring meroterpene p-methoxythymol. The molecule comprises a tetrasubstitued phenyl ring linked to a toluenesulfonate through one of its O atoms. In the crystal, C—H⋯O and C—H⋯π interactions link the molecules, forming a three-dimensional network.
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- 2018
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14. Crystal structure of dimethyl 2-((2 Z ,5 Z )-5-(2-methoxy-2-oxoethylidene)-2-{( E )-[2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enylidene]hydrazinylidene}-4-oxothiazolidin-3-yl)fumarate
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Abdelwahed Auhmani, Aziz Auhmani, Abdellah N'ait Ousidi, Jean-Claude Daran, Abdelkhalek Riahi, My Youssef Ait Itto, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
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Stereochemistry ,Hydrazone ,Crystal structure ,010403 inorganic & nuclear chemistry ,Ring (chemistry) ,01 natural sciences ,Natural product ,Research Communications ,lcsh:Chemistry ,chemistry.chemical_compound ,General Materials Science ,[CHIM.COOR]Chemical Sciences/Coordination chemistry ,chemistry.chemical_classification ,010405 organic chemistry ,General Chemistry ,Meth ,Condensed Matter Physics ,3. Good health ,0104 chemical sciences ,Thiazolidine derivatives ,chemistry ,lcsh:QD1-999 ,thiazolidine derivatives ,Heterocyclic compounds ,Derivative (chemistry) - Abstract
The crystal structure of the title compound, dimethyl 2-((2Z,5Z)-5-(2-methoxy-2-oxoethylidene)-2-{(E)-[2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enylidene]hydrazinylidene}-4-oxothiazolidin-3-yl)fumarate displays a conformational disorder which inverts the configuration of the chiral C atom within the cyclohexylidene ring., The crystal structure and the conformation of the title compound, C22H27N3O7S, were determined from the synthetic pathway and by X-ray analysis. This compound is a new 4-thiazolidinone derivative prepared and isolated as pure product from thiosemicarbazone carvone. The molecule is built up from an oxothiazolidine ring tetrasubstituted by a methoxy–oxoethylidene, a maleate, an oxygen and a cyclohexylidene–hydrazone. The cyclohexylidene ring is statistically disordered over two positions, resulting in an inversion of configuration for the substituted carbon.
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- 2017
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15. Crystal structure of 2-[(3aS,6R)-3,3,6-trimethyl-3,3a,4,5,6,7-hexahydro-2H-indazol-2-yl]thiazol-4(5H)-one
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Jean-Claude Daran, Abdellah N'ait Ousidi, Auhmani Abdelwahed, Aziz Auhmani, Abdelkhalek Riahi, My Youssef Ait Itto, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
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crystal structure ,Stereochemistry ,C—H⋯O hydrogen bonding ,Crystal structure ,Pyrazole ,010402 general chemistry ,Ring (chemistry) ,C—H⋯π interactions ,01 natural sciences ,thiazolidinone ,Research Communications ,Crystal ,chemistry.chemical_compound ,C—H...π interactions ,heterocyclic compounds ,General Materials Science ,[CHIM.COOR]Chemical Sciences/Coordination chemistry ,C—H...O hydrogen bonding ,Indazole ,Crystallography ,010405 organic chemistry ,Hydrogen bond ,General Chemistry ,Condensed Matter Physics ,HEXA ,thiazolidinone ,3. Good health ,0104 chemical sciences ,chemistry ,QD901-999 ,indazole ,absolute structure ,Derivative (chemistry) - Abstract
The absolute structure of the title compound was determined from the synthetic pathway and by resonant scattering. The compound is a new thiazolidin-4-one derivative, prepared from (R)-thiosemicarbazone pulegone, and was isolated on crystallization from ethanol as the pure (3aS,6R)-diastereisomer., The title compound, C13H19N3OS, is a new thiazolidin-4-one derivative prepared and isolated as the pure (3aS,6R)-diastereisomer from (R)-thiosemicarbazone pulegone. It crystallized with two independent molecules (A and B) in the asymmetric unit. The compound is composed of a hexhydroindazole ring system (viz. a five-membered dihydropyrazole ring fused to a cyclohexyl ring) with a thiazole-4-one ring system attached to one of the pyrazole N atoms (at position 2). The overall geometry of the two molecules differs slightly, with the mean planes of the pyrazole and thiazole rings being inclined to one another by 10.4 (1)° in molecule A and 0.9 (1)° in molecule B. In the crystal, the A and B molecules are linked via C—H⋯O hydrogen bonds, forming slabs parallel to the ab plane. There are C—H⋯π interactions present within the layers, and between the layers, so forming a three-dimensional structure.
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- 2016
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16. Crystal structure of (1R,2S,4R,7R,8S,9R)-3,3-dichloro-8,9-epoxy-4,8,12,12-tetramethyltricyclo[5.5.0.0(2,4)]dodecane
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Ahmed Benzalim, Aziz Auhmani, Abdelwahed Auhmani, Jean-Claude Daran, My Youssef Ait Itto, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
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crystal structure ,Dodecane ,natural products ,Epoxide ,Crystal structure ,010402 general chemistry ,Ring (chemistry) ,Bioinformatics ,01 natural sciences ,lcsh:Chemistry ,chemistry.chemical_compound ,Group (periodic table) ,General Materials Science ,[CHIM.COOR]Chemical Sciences/Coordination chemistry ,010405 organic chemistry ,Absolute configuration ,Atom (order theory) ,General Chemistry ,Epoxy ,Condensed Matter Physics ,Data Reports ,0104 chemical sciences ,3. Good health ,Crystallography ,absolute configuration ,chemistry ,lcsh:QD1-999 ,visual_art ,visual_art.visual_art_medium ,epoxide - Abstract
The title compound, C16H24Cl2O, is built up from two fused six- and seven-membered rings which bear a dichlorocyclopropane group and an epoxy group, respectively. In the molecule, the six-membered ring adopts an envelope configuration with the C atom linking the epoxy ring at the flap, while the seven-membered ring adopts a boat–sofa conformation.
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- 2015
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17. (1S,3S,8R,9S,10R)-9,10-Ep-oxy-3,7,7,10-tetra-methyl-tri-cyclo-[6.4.0.0(1,3)]dodeca-ne
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Aziz Auhmani, Abdoullah Bimoussa, My Youssef Ait Itto, Jean-Claude Daran, Abdelwahed Auhmani, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
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biology ,Chemistry ,Cyclohexane conformation ,Intermolecular force ,General Chemistry ,Condensed Matter Physics ,Bioinformatics ,biology.organism_classification ,Ring (chemistry) ,Organic Papers ,3. Good health ,Crystal ,lcsh:Chemistry ,Crystallography ,lcsh:QD1-999 ,Tetra ,General Materials Science ,[CHIM.COOR]Chemical Sciences/Coordination chemistry - Abstract
The title compound, C16H26O, was synthesized by treating (1S,3S,8R)-3,7,7,10-tetramethyltricyclo[6.4.0.01,3]dodec-9-ene with metachloroperbenzoic acid. The molecule is built up from two fused six- and seven-membered rings. The six-membered ring has a half-chair conformation, whereas the seven-membered ring displays a boat conformation. In the crystal, there are no significant intermolecular interactions present.
- Published
- 2014
- Full Text
- View/download PDF
18. (4bS,8aS)-1-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl benzoate
- Author
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Jean-Claude Daran, Abdelwahed Auhmani, My Youssef Ait Itto, Aziz Auhmani, Radouane Oubabi, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
- Subjects
Meroterpene ,crystal structure ,Crystallography ,010405 organic chemistry ,Chemistry ,Totarol ,Cyclohexane conformation ,General Chemistry ,Dihedral angle ,010403 inorganic & nuclear chemistry ,Condensed Matter Physics ,Ring (chemistry) ,Bioinformatics ,Organic Papers ,01 natural sciences ,Medicinal chemistry ,0104 chemical sciences ,3. Good health ,chemistry.chemical_compound ,QD901-999 ,General Materials Science ,[CHIM.COOR]Chemical Sciences/Coordination chemistry ,Flack parameter ,Chirality (chemistry) ,Isopropyl - Abstract
The title compound, C27H34O2, was hemisynthesized through direct benzoylation of the naturally occurring meroterpene totarol. The central fused six-membered ring has a half-chair conformation, whereas the terminal six-membered ring displays a chair conformation. The dihedral angle between the fused benzene ring and the benzoyl benzene ring is 73.05 (14)°. TheS,Schirality of the molecule is consistent with the synthetic pathway, and confirmed by the refinement of the Flack parameter.
- Published
- 2014
- Full Text
- View/download PDF
19. Absolute configuration of (1S,3R,8R)-10-bromomethyl-2,2-dichloro-3,7,7-trimethyltricyclo[6.4.0.01,3]dodec-9-ene
- Author
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Abdelwahed Auhmani, My Youssef Ait Itto, Jean-Claude Daran, Abdoullah Bimoussa, and Aziz Auhmani
- Subjects
Crystallography ,Chemistry ,Absolute configuration ,General Chemistry ,Condensed Matter Physics ,computer.software_genre ,Ring (chemistry) ,Organic Papers ,Crystal ,symbols.namesake ,QD901-999 ,symbols ,General Materials Science ,Data mining ,van der Waals force ,computer ,Ene reaction - Abstract
The absolute configuration of the title compound, C16H23BrCl2, has been deduced from the chemical pathway and fully confirmed by refinement of the Flack and Hooft parameters. The six-membered ring adopts a half-chair conformation, whereas the seven-membered ring is a twisted chair. The molecular packing within the crystal is stabilized only by van der Waals interactions.
- Published
- 2013
20. 6,6,8-Triméthyl-6,7-dihydro-5H-tétrazolo[1,5-a]azepine
- Author
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Marcel Pierrot, A. Benharref, Aziz Auhmani, M. Dakir, and Mohamed Akssira
- Subjects
chemistry.chemical_compound ,Crystallography ,Chemistry ,General Materials Science ,General Chemistry ,Azepine ,Condensed Matter Physics ,Medicinal chemistry - Published
- 2003
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21. (1S,2S,3R,6S,7R)-3,6-Epoxyhimachalane-2,7-diol
- Author
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Aziz Auhmani, M. Dakir, E. Kossareva, H. El Jamili, A. Benharref, and Marcel Pierrot
- Subjects
chemistry.chemical_compound ,Crystallography ,Chemistry ,Hydrogen bond ,Diol ,Intermolecular force ,Molecule ,General Materials Science ,General Chemistry ,Condensed Matter Physics - Abstract
The stereochemistry of the title compound, C15H26O3, has been established. The compound crystallizes with three molecules in the asymmetric unit and significant variations in the bond distances and angles are reported. Intermolecular hydrogen bonds are observed between the hydroxyl groups.
- Published
- 2001
- Full Text
- View/download PDF
22. 1,4a-Dimethyl-6-methyl-ene-5-(5,5,6,6-tetra-cyano-2-methyl-cyclo-hex-2-enylmeth-yl)deca-hydro-naphthalene-1-carboxylic acid: a trans-communic acid derivative
- Author
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Aziz Auhmani, Nezha Rejouani, My Youssef Ait Itto, Ahmed Benharref, and Jean-Claude Daran
- Subjects
chemistry.chemical_classification ,Crystallography ,biology ,Chemistry ,Hydrogen bond ,Carboxylic acid ,Cyclohexane conformation ,General Chemistry ,Condensed Matter Physics ,biology.organism_classification ,Bioinformatics ,Ring (chemistry) ,Medicinal chemistry ,Organic Papers ,Catalysis ,chemistry.chemical_compound ,QD901-999 ,Tetra ,General Materials Science ,Ene reaction ,Derivative (chemistry) - Abstract
In the search for cancer chemopreventive agents, we have studied the Diels-Alder reaction of trans-communic acid with tetra-cyano-ethyl-ene in the presence of SiO(2) as catalyst. The title cycloadduct, C(26)H(30)N(4)O(2), was obtained in 75% yield. The mol-ecules are arranged in pairs through O-H⋯O hydrogen bonds, forming an R(2) (2)(8) ring motif. Both the fused cyclohexyl rings adopt a chair conformation, whereas the nonfused ring adopts a half-chair conformation.
- Published
- 2007
23. (4aS,6cS)-8-Hydroxy-9-isopropyl-4,4,6c-trimethyl-1,2,3,4,4a,5,6, 6c-octahydrophenanthren-3-one
- Author
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Aziz Auhmani, Celia Maya, Noureddine Mazoir, Abdellah Zeroual, Ahmed Benharref, and Moha Berraho
- Subjects
Supplementary data ,Chemistry ,T = 298 K ,R factor = 0.038 ,General Chemistry ,computer.file_format ,wR factor = 0.105 ,Condensed Matter Physics ,mean σ(C–C) = 0.002 Å ,Crystallographic Information File ,Crystallography ,General Materials Science ,Data-to-parameter ratio = 15.5 ,Single-crystal X-ray study ,computer ,Isopropyl - Abstract
7 pags, 1 fig, 1 tab. -- Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FJ2021). -- Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807022258/fj2021sup1.cif Contains datablocks I, globaI . -- Structure factor file (CIF format) https://doi.org/10.1107/S1600536807022258/fj2021Isup2.hkl Contains datablock I, The title compound, C20H28O2, is a diterpenoid isolated from the wood of the Tetraclinis articulata plant. The molecule contains three fused rings which exhibit different conformations. The non-aromatic oxo-substituted ring has a chair conformation, while the central ring has an envelope conformation. The crystal structure is stabilized by O - H⋯O hydrogen bonds. © International Union of Crystallography 2007.
- Published
- 2007
24. (1R,3S,8R)-3,7,7,10-Tetramethyltricyclo[6.4.0.01,3]dodec-9-en-11-one
- Author
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Aziz Auhmani, Jean-Claude Daran, My Youssef Ait Itto, Abdoullah Bimoussa, Auhmani Abdelwahed, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
- Subjects
Crystallography ,biology ,Chemistry ,Hydrogen bond ,Stereochemistry ,Cyclohexane conformation ,education ,Absolute configuration ,General Chemistry ,Condensed Matter Physics ,biology.organism_classification ,Bioinformatics ,Ring (chemistry) ,Carbonyl group ,Organic Papers ,3. Good health ,chemistry.chemical_compound ,QD901-999 ,Group (periodic table) ,Atom ,Tetra ,General Materials Science ,[CHIM.COOR]Chemical Sciences/Coordination chemistry - Abstract
The absolute configuration of the title compound, C16H24O, has been deduced from the chemical pathway. The six-membered ring has a roughly half-chair conformation with the quaternary C atom as the flap. The seven-membered ring displays a chair conformation. In the crystal, there is a weak C—H...O hydrogen bond between the methylene group of the cyclopropane ring and the carbonyl group of a screw-axis-related molecule, which builds up a zigzag-like chain along the b-axis direction.
- Published
- 2013
- Full Text
- View/download PDF
25. (4aS*,10aR*)-7-Hydroxy-8-isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2-one
- Author
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Moha Berraho, Aziz Auhmani, Noureddine Mazoir, Abdellah Zeroual, and Ahmed Benharref
- Subjects
Totarolone ,boats ,boats.ship_class ,Stereochemistry ,Chemistry ,Hydrogen bond ,Cyclohexane conformation ,Articulata ,General Materials Science ,General Chemistry ,Condensed Matter Physics ,Ring (chemistry) ,Isopropyl - Abstract
The title compound, C20H28O2, is a new totarolone which was isolated from Tetraclinis articulata wood. The molecule forms an extended sheet of three fused rings which exhibit different conformations. The non-aromatic oxo-substituted ring has a screw boat conformation, while the central ring has a half-chair conformation. Molecules are linked to each other by intermolecular O—H⋯O hydrogen bonds involving carbonyl and hydroxyl groups.
- Published
- 2007
- Full Text
- View/download PDF
26. (4bS,8aS)-1-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl acetate
- Author
-
Radouane Oubabi, Aziz Auhmani, My Youssef Ait Itto, Abdelwahed Auhmani, Jean-Claude Daran, Laboratoire de Physico-Chimie Moléculaire et Synthèse Organique, Département de Chimie, Faculté des Sciences, Faculté des Sciences Semlalia Marrakech, Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
- Subjects
lcsh:Chemistry ,lcsh:QD1-999 ,[CHIM.COOR]Chemical Sciences/Coordination chemistry ,General Materials Science ,General Chemistry ,Condensed Matter Physics ,Organic Papers - Abstract
The hemisynthesis of the title compound, C22H32O2, was carried out through direct acetylation reaction of the naturally occurring diterpene totarol [systematic name: (4bS,8aS)-4b,8,8-trimethyl-1-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-2-ol]. The molecule is built up from three fused six membered rings, one saturated and two unsaturated. The central unsaturated ring has a half-chair conformation, whereas the other unsaturated ring displays a chair conformation. The absolute configuration is deduced from the chemical pathway. The value of the Hooft parameter [−0.10 (6)] allowed this absolute configuration to be confirmed.
- Published
- 2014
- Full Text
- View/download PDF
27. (1R,6S,7R)-Himachal-2-ène-6,7-diol
- Author
-
Aziz Auhmani, A. Benharref, Marcel Pierrot, E. Kossareva, H. El Jamili, and M. Dakir
- Subjects
chemistry.chemical_compound ,chemistry ,Hydrogen bond ,Intermolecular force ,Diol ,Organic chemistry ,General Materials Science ,General Chemistry ,Condensed Matter Physics ,Ene reaction - Abstract
The stereochemistry of the title compound, C15H26O2, has been established. Intermolecular hydrogen bonds are observed between the hydroxyl groups.
- Published
- 2001
- Full Text
- View/download PDF
28. 6-Hydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexahydrophenanthren-9(1H)-one
- Author
-
Ahmed Benharref, Jean-Claude Daran, Aziz Auhmani, Nezha Rajouani, and My Youssef Ait Itto
- Subjects
Crystallography ,Chemistry ,Hydrogen bond ,Cyclohexane conformation ,General Chemistry ,Crystal structure ,Carbon-13 NMR ,Condensed Matter Physics ,Bioinformatics ,Ring (chemistry) ,HEXA ,Organic Papers ,Medicinal chemistry ,chemistry.chemical_compound ,QD901-999 ,General Materials Science ,Isopropyl ,Abietane - Abstract
The title compound, C(20)H(28)O(2), commonly named Sugiol, is a natural oxygenated diterpene that we have isolated for the first time from a hexane extract of the fruits of Juniperus Oxycedrus L. Its X-ray crystal structure determination confirms an abietane skeleton which was predicted by spectroscopic analysis, mainly by (1)H and (13)C NMR. The cyclo-hexane ring adopts a flattened chair conformation, while the cyclo-hexene ring adopts an envelope conformation. The mol-ecules are linked through O-H⋯O hydrogen bonds to form a zigzag chain extending parallel to the c axis.
- Published
- 2008
- Full Text
- View/download PDF
Catalog
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