NOVEL SYNTHESIS OF 3-BETA-HYDROXY-5-ALPHA-CHOLEST-8(14)-EN-15-ONE

被引：17
作者：
ANASTASIA, M
FIECCHI, A
SCALA, A
机构：
[1] Institute of Chemistry, School of Medicine, University of Milan, I-20133 Milano
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 07期
关键词：
D O I：
10.1039/p19790001821
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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-ol is 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.
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页码：1821 / 1824
页数：4
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