Synthesis of retro-inverso peptides employing isocyanates of Nα-Fmoc-amino acids/peptide acids catalyzed by DMAP

被引:13
作者
Venkataramanarao, Rao [1 ]
Sureshbabu, Vommina V. [1 ]
机构
[1] Bangalore Univ, Dept Studies Chem, Bangalore 560001, Karnataka, India
关键词
EFFICIENT SYNTHESIS; CARBOXYLIC-ACIDS; SYSTEM; AZIDES; AMIDES;
D O I
10.1016/j.tetlet.2006.10.066
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Goldschmidt-Wick type reaction between isocyanates of N-alpha-Fmoc-amino acids/peptide acids and N-alpha-Boc-/Z-/ Bsmoc-amino acids catalyzed by DMAP leads to the incorporation of a reversed peptide bond. It was found to be a simple, efficient and clean reaction. All the retro-inverso peptides made were obtained as crystalline compounds in 70-92% yields. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9139 / 9141
页数:3
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