Solid-phase synthesis of N-aryl-N′-carboalkoxy guanidines by the Mitsunobu reaction of Fmoc-guanidines

被引：6

作者：

Robinson, DE ^{[1
]}

Seth, PP ^{[1
]}

Jefferson, EA ^{[1
]}

机构：

[1] Ibis Therapeut, Carlsbad, CA 92008 USA

来源：

SYNTHETIC COMMUNICATIONS | 2004年 / 34卷 / 15期

关键词：

carbamoyl guanidines; Mitsunobu reactions; rink amide resin; Fmoc-isothiocyanate;

D O I：

10.1081/SCC-200026206

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method for the solid-phase synthesis of N-aryl-N'-carboalkoxy guanidines is described. Aromatic amines were reacted with Fmoc-isothiocyanate to provide Fmoc-thioureas, which were coupled with Rink amide resin to provide the corresponding resin-bound Fmoc-guanidines. Subsequent Mitsunobu alkylation with a variety of alcohols delivered N-aryl-N' carboalkoxy guanidines in good to high purity after resin cleavage.

引用

页码：2743 / 2749

页数：7

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