Gallou Isabelle, Eriksson Magnus, Zeng Xingzhong, Senanayake Chris, Farina Vittorio
Department of Chemical Development, Boehringer Ingelheim Pharmaceutical, Inc., 900 Ridgebury Road, Ridgefield, CT 06877, USA.
J Org Chem. 2005 Aug 19;70(17):6960-3. doi: 10.1021/jo0507643.
A very convenient method for the synthesis of unsymmetrical ureas is described, based on isopropenyl carbamates. The synthetic efficiency of traditional methods for urea formation, such as use of phosgene or alkyl and aryl carbamates, is limited by the formation of symmetrical urea side products or reaction reversibility. Isopropenyl carbamates react with amines cleanly and irreversibly and give unsymmetrical ureas in high yield and purity. This method is ideal for the rapid synthesis of compound libraries.
本文描述了一种基于异丙烯基氨基甲酸酯合成不对称脲的便捷方法。传统的脲形成方法,如使用光气或烷基和芳基氨基甲酸酯,其合成效率受到对称脲副产物形成或反应可逆性的限制。异丙烯基氨基甲酸酯与胺类反应干净且不可逆,能以高收率和高纯度得到不对称脲。该方法对于快速合成化合物库而言是理想的。