A novel, one-pot preparation of N-methyl-α-amino acid dipeptides from oxazolidinones and amino acids

被引：15

作者：

Dorow, RL ^{[1
]}

Gingrich, DE ^{[1
]}

机构：

[1] Dupont Co, Pharmaceut, Chem Proc Res & Dev, Expt Stn, Wilmington, DE 19880 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 03期

关键词：

D O I：

10.1016/S0040-4039(98)02426-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new synthetic method has been developed to prepare N-methyl dipeptides in one-pot directly from oxazolidinones. Treatment of oxazolidinone 1 with an amino ester yields an intermediate N-hydroxymethyl dipeptide 3, which is treated with TFAA and triethylsilane to give N-methyl dipeptide 6 in good yield. The reaction parameters which were explored include the rate of oxazolidinone ring opening, the stability of 3, and the optimum solvent and acid for conversion of 3 to 6. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：467 / 470

页数：4

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