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.

引用

页码：1821 / 1824

页数：4

共 14 条

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