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Crystal structures of sulfonamide protected bicyclic guanidines: (S)-8-{[(ferf-butyldimethylsilyl)oxy]-methyl}-1-[(2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-5-yl)sulfonyl]-1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidin-1-ium trifluoro-methanesulfonate and (S)-8-(iodomethyl)-1-tosyl-1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]-pyrimidin-1-ium iodide.
- Source :
-
Acta Crystallographica Section E: Crystallographic Communications . Mar2024, Vol. 80 Issue 3, p305-309. 17p. - Publication Year :
- 2024
-
Abstract
- Two compounds, (S)-8-{[(tert-butyldimethylsilyl)oxy]methyl|-1-[(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl]-1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-α]pyrimidin-1-ium trifluoromethanesulfonate, C27H46N3O4SSi+⋅-CF3O3S-, (1) and (S)-8-(iodomethyl)-1-tosyl-1,3,4,6,7,8-hexahydro-2#-pyri-mido[1,2-α]pyrimidin-1-ium iodide, C15H21IN3O2S⋅+I-, (2), have been synthesized and characterized. They are bicyclic guanidinium salts and were synthesized from N-(tert-butoxycarbonyl)-L-methionine (Boc-L-Met-OH). The guanidine is protected by a 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl (Pbf, 1) or a tosyl (2) group. In the crystals of both compounds, the guanidinium group is almost planar and the N-H forms an intramolecular hydrogen bond in a six-membered ring to the oxygen atom of the sulfonamide protecting group. [ABSTRACT FROM AUTHOR]
- Subjects :
- *CRYSTAL structure
*SULFONAMIDES
*GUANIDINE
*HYDROGEN bonding
*GUANIDINES
*IODIDES
Subjects
Details
- Language :
- English
- ISSN :
- 20569890
- Volume :
- 80
- Issue :
- 3
- Database :
- Academic Search Index
- Journal :
- Acta Crystallographica Section E: Crystallographic Communications
- Publication Type :
- Academic Journal
- Accession number :
- 175917263
- Full Text :
- https://doi.org/10.1107/S2056989024001129