FORMATION OF BIS (FMOC-AMINO ETHYL)-N-GLYCINE DERIVATIVES BY REDUCTIVE AMINATION OF FMOC-AMINO ALDEHYDES WITH NABH3CN

被引：29

作者：

SALVI, JP

WALCHSHOFER, N

PARIS, J

机构：

[1] Laboratoire de Chimie Thérapeutique, Faculté de Pharmacie, 69373 Lyon cedex 08

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 08期

关键词：

PSI(CH2NH); FMOC-AMINO ALDEHYDES; BIS(FMOC-AMINO ETHYL)-N-GLYCINE; FMOC-PSEUDOPEPTIDES; REDUCTIVE AMINATION;

D O I：

10.1016/0040-4039(94)88018-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Unexpected results of the reductive amination of Fmoc-amino aldehydes by NnBH(3)CN are described. From glycine and Fmoc-4-t-Butoxy-tyrosinal, a small amount of double condensation product was obtained beside the initially desired product Fmoc-Tyr(OtBu)-psi(CH2NH)-Gly-OH. From glycine methyl ester and Fmoc-glycinal, we only recovered the reduced peptide bond isostere, but from glycine and Fmoc-glycinal. bis(Fmoc-amino ethyl)-N-glycine was obtained as a major product.

引用

页码：1181 / 1184

页数：4

共 13 条

[1]

AYMES DJ, 1990, B SOC CHIM FR, V127, P145

[2] CYANOHYDRIDOBORATE ANION AS A SELECTIVE REDUCING AGENT [J].