Reaction of N-trityl amino acids with BOP: Efficient synthesis of t-butyl esters as well as N-trityl serine- and threonine-beta-lactones

被引:25
作者
Sliedregt, KM
Schouten, A
Kroon, J
Liskamp, RMJ
机构
[1] UNIV UTRECHT,INST PHARMACEUT SCI,DEPT MED CHEM,3508 TB UTRECHT,NETHERLANDS
[2] UNIV UTRECHT,BIJVOET CTR BIOMOL RES,DEPT CRYSTAL & STRUCT CHEM,3508 TB UTRECHT,NETHERLANDS
关键词
D O I
10.1016/0040-4039(96)00805-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Upon exposure to methoxymethylamine and BOP, the stable hydroxybenzotriazolyl amide of TrPheOH was isolated instead of the expected Weinreb amide. This amide behaves as an active amide similar to the Weinreb amide and could be used, among others, for the synthesis of t-Bu esters. Reaction of N-trityl serine and threonine led to the corresponding beta-lactones in unprecedented high yields. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:4237 / 4240
页数:4
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