Tandem UPS: Sequential mono- and dialkylation of resin-bound glycine via automated synthesis

被引:25
作者
Griffith, DL
ODonnell, MJ
Pottorf, RS
Scott, WL
Porco, JA
机构
[1] ARGONAUT TECHNOL,SAN CARLOS,CA 94070
[2] INDIANA UNIV PURDUE UNIV,DEPT CHEM,INDIANAPOLIS,IN 46202
[3] ELI LILLY & CO,LILLY RES LABS,RES TECHNOL,INDIANAPOLIS,IN 46285
关键词
D O I
10.1016/S0040-4039(97)10484-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method has been developed for the synthesis of racemic alpha,alpha-disubstituted amino acids by a tandem alkylation process (''Tandem UPS'') on solid-support. Consecutive alkylations of Wang resin-bound benzophenone imines of glycine afforded unnatural, disubstituted amino acid derivatives. Automated chemical synthesis was used to efficiently optimize conditions for both formation and hydrolysis of resin-bound disubstituted benzophenone imines and to generate a matrix of disubstituted amino acid derivatives. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:8821 / 8824
页数:4
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