A novel synthesis of 3β-hydroxy-5α-cholest-8(14)-en-15-one
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 7,p. 1821-1824
- https://doi.org/10.1039/p19790001821
Abstract
Jones oxidation of 5α-cholesta-8,14-dien-3β-yl acetate furnishes 9α-hydroxy-15-oxo-5α-cholest-8(14)-en-3β-yl acetate (4a). Treatment of (4a) with zinc dust and sulphuric acid followed by saponification gives 3β-hydroxy-5α-cholest-8(14)-en-15-one. On the basis of chemical and spectroscopic evidence, the product obtained by oxidation of 5α-cholest-8,14-dien-3β olis formulated as 9α-hydroxy-5α-cholest-8(14)-ene-3,15-dione (4b) and not as 14α-hydroxy-5α-cholest-8-ene-3,7-dione (3) as reported by others.This publication has 2 references indexed in Scilit:
- Unsaturated steroids. Part 5. Synthesis of 4α-methylcholest-8(9)-en-3β-olJournal of the Chemical Society, Perkin Transactions 1, 1977
- Inhibition of hepatic sterol synthesis and reduction of serum cholesterol in rats by 5α-cholest-8(14)-en-3β-ol-15-oneBiochemical and Biophysical Research Communications, 1976