Synthesis of novel steroidal D-ring substituted isoxazoline derivatives of 17-oxoandrostanes

被引：27
|
作者：
Banday, Abid H. [1 ]
Singh, Swarn [1 ]
Alam, M. Sarwar [2 ]
Reddy, Dorna M.
Gupta, B. D. [1 ]
Kumar, H. M. Sampath [1 ]
机构：
[1] Indian Inst Integrat Med, Synthet Chem Div, Jammu 180001, India
[2] Jamia Hamdard, Dept Chem, New Delhi 110062, India
来源：
STEROIDS | 2008年 / 73卷 / 03期
关键词：
isoxazolines; androstanes; nitrileoxide; cycloaddition;
D O I：
10.1016/j.steroids.2007.10.014
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A facile synthesis of isoxazoline derivatives of 17-oxoandrostane at the side chain of D-ring is reported. The scheme involves the transformation of the starting dehydroepiandrosterone acetate (ketone) to the Knoevenegel product, reduction to the nitrile, and elimination to the carboxaldehyde. Cycloaddition of nitrileoxides across olefinic aldehyde intermediate led to the synthesis of novel side chain isoxazoline derivatives. (C) 2007 Elsevier Inc. All rights reserved.
引用
收藏
页码：370 / 374
页数：5
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