PERMANGANATE OXIDATION OF ERGOSTEROL

被引:13
作者
ANASTASIA, M
FIECCHI, A
SCALA, A
机构
[1] Institute of Chemistry, School of Medicine, University of Milan, Milano
关键词
D O I
10.1021/jo01335a008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidation of ergosterol in methylcyclohexane with aqueous permanganate affords 3β,5α,6α-trihydroxyergosta-7,22-diene, 7α,8α-epoxy-5α-ergost-22-ene-3β,5,6α-triol (major component), 3β,5α,6α,7α-tetrahydroxyergosta-8(14),22-diene, and 3β,5α,6α,7a-tetrahydroxyergosta-8(9),22-diene. The product obtained by M. Fieser et al. and identified as 3β,5α,6α-trihydroxyergosta-7,14,22-triene has been demonstrated to be constituted mainly of 3β,5α,6α-trihydroxyergosta-7,9(ll),22-triene and 3β,5α,6α-trihydroxyergosta-7,22-diene, with 3β,5α,6α-trihydroxyergosta-7,14,22-triene as a minor component. The trienic compounds were formed during the isolation procedure used by the authors. © 1979, American Chemical Society. All rights reserved.
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页码:3657 / 3661
页数:5
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