A NOVEL, CONVENIENT, 3-DIMENSIONAL ORTHOGONAL STRATEGY FOR SOLID-PHASE SYNTHESIS OF CYCLIC-PEPTIDES

被引:232
作者
KATES, SA
SOLE, NA
JOHNSON, CR
HUDSON, D
BARANY, G
ALBERICIO, F
机构
[1] MILLIPORE CORP,75A WIGGINS AVE,BEDFORD,MA 01730
[2] ARRIS PHARMACEUT CORP,S SAN FRANCISCO,CA 94080
[3] UNIV MINNESOTA,DEPT CHEM,MINNEAPOLIS,MN 55455
关键词
ALLYL ESTERS; CYCLIC PEPTIDES; ORTHOGONAL PROTECTION; PSEUDO-DILUTION; SOLID-PHASE SYNTHESIS;
D O I
10.1016/0040-4039(93)85003-F
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Head-to-tail cyclic peptides are made by an efficient three-dimensional orthogonal solid-phase strategy (Fmoc/tBu/allyl), featuring side-chain anchoring to PAC or PAL supports, selective palladium (0)-catalyzed allyl removal, and resin-bound cyclization mediated by BOP/HOBt/DIEA.
引用
收藏
页码:1549 / 1552
页数:4
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