The synthesis of amides and dipeptides from unprotected amino acids by a simultaneous protection-activation strategy using boron trifluoride diethyl etherate

被引：13

作者：

van Leeuwen, SH

Quaedflieg, PJLM

Broxterman, QB

Milhajlovic, Y

Liskamp, RMJ

机构：

[1] Univ Utrecht, Utrecht Inst Pharmaceut Sci, Dept Med Chem, NL-3508 TB Utrecht, Netherlands

[2] DSM Res & Patents, Life Sci, Adv Synth, Catalysis & Dev, NL-6160 MD Geleen, Netherlands

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 04期

关键词：

amino acids; dipeptides; coupling; borontrifluoride etherate;

D O I：

10.1016/j.tetlet.2004.11.129

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction Of L-phenylalanine (1) with boron trifluoride diethyl etherate and primary amines leads to the formation of amides via a cyclic boron intermediate. It is also possible to use the amino dicarboxylic acid L-aspartic acid and N-alkylated amino acids (peptoid building blocks, e.g., NPhe-OH 9). The latter can be used in the preparation of dipeptidomimetics. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：653 / 656

页数：4

共 25 条

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