SYNTHESIS OF 5-CYANO-L-TRYPTOPHAN

被引:16
作者
DUA, RK
PHILLIPS, RS
机构
[1] UNIV GEORGIA,DEPT CHEM,ATHENS,GA 30602
[2] UNIV GEORGIA,DEPT BIOCHEM,ATHENS,GA 30602
[3] UNIV GEORGIA,COLL PHARM,DEPT MED CHEM & PHARMACOGNOSY,ATHENS,GA 30602
关键词
D O I
10.1016/S0040-4039(00)77665-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 5-bromo derivative 2 of the cyclic tautomer of N(b)-methoxycarbonyl-L-tryptophan methyl ester 1 undergoes reaction with CuCN in refluxing N-methylpyrrolidone (NMP) to give 5-cyano derivative 3a with some ring opened 5-cyano product 3b. Both 3a and 3b can be converted, in high yield, into free 5-cyano-L-tryptophan 4 with BBr3 under mild conditions.
引用
收藏
页码:29 / 32
页数:4
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