A novel, facile methodology for the synthesis of N,N′-bis(tert-butoxycarbonyl)-protected guanidines using polymer-supported carbodiimide

被引：21

作者：

Guisado, O ^{[1
]}

Martínez, S ^{[1
]}

Pastor, J ^{[1
]}

机构：

[1] Johnson & Johnson Pharmaceut Res & Dev, High Throughput Chem Grp, Ctr Invest Quim, Toledo 45007, Spain

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 39期

关键词：

polymer assisted synthesis; N; N-bis(tert-butoxycarbonyl)-protected; guanidines; '-bis(tert-butoxycarbonyl); thiourea; PS-carbodiimide; high throughput chemistry;

D O I：

10.1016/S0040-4039(02)01390-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel methodology for the synthesis of guanidines front amines has been developed using polymer assisted synthesis, potentially allowing the preparation of series of compounds in a high throughput Manner. The methodology comprises the use of polymer-supported carbodiimide as the activating agent for N,N'-bis(tert-butoxycarbonyl) thiourea with polymer-supported trisamine as a scavenger, followed by deprotection with trifluoroacetic acid. For the first time, polymer-supported carbodiimide has been utilized as an activating agent to synthesize guanidines. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：7105 / 7109

页数：5

共 52 条

[31] Multi-step organic synthesis using solid-supported reagents and scavengers: a new paradigm in chemical library generation [J].