An efficient synthesis of N-phosphinoylmethylamino acids and some of their derivatives

被引：13

作者：

Spengler, J ^{[1
]}

Burger, K ^{[1
]}

机构：

[1] Univ Leipzig, Dept Organ Chem, D-04103 Leipzig, Germany

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 13期

关键词：

D O I：

10.1039/a801052h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Phosphinoylmethylamino acid derivatives 11-18 are obtained in high yield on N-bromomethylation of hexafluoroacetone protected amino acids 1-5 and subsequent Michaelis-Arbusov reaction. The carboxy activated species 11-18 react with a wide range of nucleophiles to give the unprotected N-phosphinoylmethylamino acids 19-22, amides 23-25, peptides 26-28, azapeptide 29 and the hydroxamic acid 30, respectively. The reaction sequence is suitable for generating libraries of N-phosphinoylmethylamino acid derivatives, which represent phosphonoamidate isosteres.

引用

页码：2091 / 2095

页数：5

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