A convenient synthesis of 1-(S)-[1'-(S)-(t-butyloxycarbonylamino)-2'-phenylethyl]oxirane. A useful building block in the synthesis of HIV protease inhibitors.

被引:28
作者
Branalt, J
Kvarnstrom, I
Classon, B
Samuelsson, B
Nillroth, U
Danielson, UH
Karlen, A
Hallberg, A
机构
[1] UNIV STOCKHOLM,ARRHENIUS LAB,DEPT ORGAN CHEM,S-10691 STOCKHOLM,SWEDEN
[2] LINKOPING UNIV,DEPT CHEM,S-58183 LINKOPING,SWEDEN
[3] UNIV UPPSALA,DEPT BIOCHEM,BMC,S-75123 UPPSALA,SWEDEN
[4] UNIV UPPSALA,DEPT ORGAN PHARMACEUT CHEM,BMC,S-75123 UPPSALA,SWEDEN
[5] AB HASSLE,S-43183 MOLNDAL,SWEDEN
关键词
D O I
10.1016/S0040-4039(97)00662-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new short route to epoxide 6b, a pivotal intermediate for the preparation of hydroxyethylamine dipeptide isosteres has been developed. Opening of the epoxide by anthranilic acid, followed by extensions in the PZ/P3-region gave the target compounds which were evaluated as HIV-1 protease inhibitors. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3483 / 3486
页数:4
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