A Simple Method for the Synthesis of Unsymmetrical Trisubstttuted Guanidines

Abstract

A simple method for the synthesis of sweet tasting N, N′, N″-trisubstituted guanidines is described. The key intermediate, carbonimidoyl dichloride 6 was prepared using a known method. Reaction of 6 with cydooctylamine followed by the sodium salt of 5-aminomethyltetrazole or the sodium salt of glycine afforded the desired guanidine. When the carbonimidoyl dichloride was allowed to react with (S)-α-phenethylamine followed by the sodium salt of glycine, the guanidine sweetener 2 was obtained.