SYNTHESIS OF RING-C AROMATIC STEROIDS

被引:9
作者
DALZELL, HC [1 ]
MANMADE, A [1 ]
MASTROCOLA, AR [1 ]
RAZDAN, RK [1 ]
机构
[1] SISA INC, CAMBRIDGE, MA 02138 USA
关键词
D O I
10.1021/jo01328a026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical multistep synthetic route to ring-C aromatic testosterone analogue 8b from 1, 7-dihydroxynaphthalene (1a) is described. The key intermediate in this sequence is the diketone 7. The synthesis of 8b from 7 was achieved by reduction with sodium borohydride under carefully controlled conditions followed by separation using high-pressure liquid chromatography. Studies with europium shift reagent were used for assigning the β stereochemistry for the 17-hydroxy group of 8b. © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:2457 / 2461
页数:5
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