Novel ecdysteroid analogs with oxygen-containing heterocycles in the steroid skeleton

被引：9

作者：

Odinokov, V. N. ^{[1
]}

Galyautdinov, I. V. ^{[1
]}

Ibragimova, A. Sh. ^{[1
]}

Veskina, N. A. ^{[1
]}

Khalilov, L. M. ^{[1
]}

Dolgushin, F. M. ^{[2
]}

Starikova, Z. A. ^{[2
]}

机构：

[1] Russian Acad Sci, Inst Petrochem & Catalysis, Ufa 450075, Russia

[2] Russian Acad Sci, AN Nesmeyanov Inst Organoelemental Cpds, Moscow 119991, Russia

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2008年 / 44卷 / 09期

关键词：

acetonides; 20-hydroxyecdysone; liquid ammonia; lithium; oxa analogs; ecdysteroids; synthesis;

D O I：

10.1007/s10593-008-0157-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

The reaction of ecdysteroids (20-hydroxyecdysone and its acetonides) with lithium in liquid ammonia gave novel analogs with an oxetane 9 alpha,14 alpha-oxacycle in the steroid skeleton. In aqueous alcohol solution the 9,14-oxa analogs rearrange to the more stable 9 alpha,13 alpha-oxa analogs through a 1,2-migration of the 18-Me group from the C-13 to the C-14 atom.

引用

页码：1077 / 1091

页数：15

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