CONFORMATIONALLY CONSTRAINED AMINO-ACIDS .2. ON THE SYNTHESIS OF 4-SUBSTITUTED 8-MEMBERED CYCLIC TRYPTOPHAN DERIVATIVES

被引:15
作者
CHUNG, JYL [1 ]
WASICAK, JT [1 ]
NADZAN, AM [1 ]
机构
[1] ABBOTT LABS,DEPT 47W,DIV NEUROSCI RES,ABBOTT PK,IL 60064
关键词
D O I
10.1080/00397919208019295
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The thermal lactamization of 4-(carboethoxy)-methyl-tryptophan ethyl ester (5), prepared from 4-(carboethoxy)methyl-indole 3 via Gilchrist's method, in refluxing xylene followed by saponification provided the 8-membered cyclic tryptophan derivative 1. Selective reduction of lactam 6 via the iminium ion 9 furnished the cyclic tryptophan derivative 2.
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页码:1039 / 1048
页数:10
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