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Synthesis of Novel Analogues of 1α,25-Dihydroxyvitamin D3 with Side Chains at C-18
- Source :
- The Journal of Organic Chemistry. 69:4615-4625
- Publication Year :
- 2004
- Publisher :
- American Chemical Society (ACS), 2004.
-
Abstract
- Novel analogues of the hormone 1alpha,25-(OH)(2)-D(3) with side chains attached to C-18 were synthesized by a versatile route in which key steps were the remote radical-induced functionalization of the 18-methyl by the C-8beta-hydroxyl group and the introduction of the side chains by Wittig reactions on a C-18-aldehyde. The triene system of the novel analogues was constructed by the convergent Lythgoe-Hoffmann la Roche approach, which involves reaction of a phosphine oxide (the ring A fragment) with a ketone (the upper fragment).
- Subjects :
- Phosphine oxide
chemistry.chemical_classification
Ketone
Molecular Structure
1α 25 dihydroxyvitamin d3
Stereochemistry
Organic Chemistry
Molecular Conformation
Ketones
Ring (chemistry)
Catalysis
chemistry.chemical_compound
Calcitriol
chemistry
Wittig reaction
Side chain
Combinatorial Chemistry Techniques
Indicators and Reagents
Steroids
Subjects
Details
- ISSN :
- 15206904 and 00223263
- Volume :
- 69
- Database :
- OpenAIRE
- Journal :
- The Journal of Organic Chemistry
- Accession number :
- edsair.doi.dedup.....69c4d21e5982a7dd4fdd5d8dbbfaaf13