Efficient microwave assisted access to chiral O-(α-protected-aminoacyl)steroids

被引:32
作者
Katritzky, Alan R. [1 ]
Angrish, Parul [1 ]
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Ctds, Gainesville, FL 32611 USA
关键词
N-(Z-alpha-aminoacyl)benzotriazole; O(alpha-protected-aminoacyl)steroid; O-acylation; chirality; microwave;
D O I
10.1016/j.steroids.2006.04.003
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
Chiral O-(alpha-protected-amino acyl)steroids 4a-f, 6a-b, 8 and 4a+4d and O-(alpha-protected-dipeptidoyl) steroids 12a,b are conveniently prepared under microwave irradiation in isolated yields of 65-96%, with complete chirality retention. The reaction utilized readily available N-(Z-alpha-aminoacyl)benzotriazoles 2a-f and Z-dipeptidoylbenzotriazole 11, with naturally occurring steroidal alcohols 3,5,7,9. (c) 2006 Elsevier Inc. All rights reserved.
引用
收藏
页码:660 / 669
页数:10
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