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
收藏
页码：2743 / 2749
页数：7
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