AN EXPEDIENT SYNTHESIS OF [16,16,17-H-2(3)]-EPITESTOSTERONE VIA A ONE-POT DEUTERATION AND REDUCTION OF THE 17-KETONE FOLLOWED BY EPIMERIZATION OF A DEUTERATED ALCOHOL

被引：3

作者：

CHODOUNSKA, H ^{[1
]}

SAMAN, D ^{[1
]}

UBIK, K ^{[1
]}

KASAL, A ^{[1
]}

机构：

[1] INST ORGAN CHEM & BIOCHEM,CR-16610 PRAGUE 6,CZECH REPUBLIC

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 42期

关键词：

D O I：

10.1016/0040-4039(95)01623-P

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 17-Oxo group in androstane derivatives was reduced by sodium in deuterium oxide to [17-H-2]-17 beta-alcohol. The 17 beta-tosyloxy group of 4 was found to be stable under the conditions of the i-steroid rearrangement. The S(N)2 reaction of 17 beta tosylate 6 with potassium nitrite yielded the 17 alpha alcohol 7 without the loss of deuterium.

引用

页码：7769 / 7770

页数：2

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