Convenient Synthesis of N-Terminal Tfm-Dipeptides from Unprotected Enantiopure α-Tfm-Proline and α-Tfm-Alanine

被引：53

作者：

Chaume, Gregory ^{[1
]}

Lensen, Nathalie ^{[1
]}

Caupene, Caroline ^{[1
]}

Brigaud, Thierry ^{[1
]}

机构：

[1] Univ Cergy Pontoise, CNRS, UMR 8123, Lab SOSCO, F-95000 Cergy Pontoise, France

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 33期

关键词：

Fluorine; Peptides; Amino acids; Asymmetric synthesis; Synthetic methods; FLUOROALKYL AMINO-ACIDS; RGD ANALOGS; TRIFLUOROMETHYL; PEPTIDES; ALCOHOLS; ARGININE;

D O I：

10.1002/ejoc.200900768

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient procedure for the synthesis of highly lipophilic dipeptide building blocks from enantiopure alpha-trifluoromethyl alpha-amino acids is reported. Coupling reactions at the C termini of the trifluoromethyl alpha-amino acids were successfully performed with totally unprotected amino acids without formation of diketopiperazines. The synthesis of a tripeptide through a coupling reaction at the deactivated N-terminal position was achieved. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

引用

页码：5717 / 5724

页数：8

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