A NEW DIRECT SYNTHESIS OF TERTIARY N-ACYLOXYMETHYLAMIDE PRODRUGS OF CARBOXYLIC-ACID DRUGS

被引：19

作者：

MOREIRA, R ^{[1
]}

MENDES, E ^{[1
]}

CALHEIROS, T ^{[1
]}

BACELO, MJ ^{[1
]}

ILEY, J ^{[1
]}

机构：

[1] UNIV LISBON,FAC FARM,CECF,P-1699 LISBON,PORTUGAL

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 38期

关键词：

D O I：

10.1016/0040-4039(94)88238-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Alkyl-N-chloromethylamides 2, prepared from secondary amides, paraformaldehyde and chlorotrimethylsilane, react readily with carboxylate anions to generate the corresponding tertiary N-acyloxymethylamides 3 in good yield; the latter give rise to the parent carboxylic acids in aqueous media at pH 7.4 and 37 degrees C with half-lives between ca. 1 min and 42 h.

引用

页码：7107 / 7110

页数：4

共 7 条

[1] UBER DARSTELLUNG UND UMSETZUNGEN VON N-ALKYL-N-HYDROXYMETHYL-CARBONSAUREAMIDEN UND N-ALKYL-N-CHLORMETHYL-CARBONSAUREAMIDEN [J].