Orthoamides by selective borohydride reduction of N,N′,N″-triacyl- and N,N′,N″-tri(alkoxycarbonyl)-guanidines
作者:Matthew C. Davis、Thomas J. Groshens
DOI:10.1016/j.tetlet.2018.12.060
日期:2019.1
N,N′,N″-Triacylguanidines and N,N′,N″-tri(alkoxycarbonyl)guanidines were prepared and reduced with borohydride salts in a mixture of tetrahydrofuran and acetic acid to give triacyl and tri(alkoxycarbonyl) orthoamides in yields of 40–85%. However, similar reduction of N,N′,N″-tri(t-butoxycarbonyl)guanidine did not give orthoamide but the aminal di(t-butyl) methylenedicarbamate.
Ñ,Ñ ',Ñ “-Triacylguanidines和Ñ,Ñ ',Ñ ” -三(烷氧基羰基)胍的制备和在四氢呋喃和乙酸的混合物中,用硼氢化盐还原,得到三酰基中的产率和三(烷氧基羰基)orthoamides 40–85%。但是,类似的减少Ñ,Ñ ',Ñ “ -三(吨丁氧基羰基)胍没有给orthoamide但缩醛胺二(吨丁基)亚甲基二。