Unsaturated steroids. Part 5. Synthesis of 4α-methylcholest-8(9)-en-3β-ol
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 817-819
- https://doi.org/10.1039/p19770000817
Abstract
4α-Methylcholest-8(9)-en-3β-ol (1) has been synthesised from 5α-cholest-8-en-3-one by way of 2,2-trimethylenedithio-5α-cholest-8-en-3-one (4; R = H) and the corresponding 4α-methyl derivative (4; R = Me). Alternatively 5α-cholesta-8,14-dien-3-one (5; R = H2) was converted into the 2,2-trimethylenedithio-derivative (8; R = H), which was monomethylated at C-4. Removal from this 4-methyl compound of the dithio-substituent and subsequent hydrogenation of the 14(15)-double bond gave 4α-methylcholest-8(9)-en-3β-(and 3α-) ol.This publication has 2 references indexed in Scilit:
- Unsaturated steroids. Part 4. Some steroidal hydroxy-4,4-dimethyl-5,7-dienes and 4,4-dimethyl-5,7,14(15)-trienesJournal of the Chemical Society, Perkin Transactions 1, 1977
- Synthesis of Isomeric 4,4-Dimethylcholestenols and Identification of a Lanosterol MetaboliteJournal of Biological Chemistry, 1958