Solid-phase synthesis of N,N' substituted guanidines

Article abstract of DOI:10.1016/S0040-4039(98)01197-6

An efficient method for the solid-phase synthesis of substituted guanidines is presented. A variety of alcohols react with resin-bound N, N'- bis(t-butoxycarbonyl)thiopseudourea under Mitsunobu conditions to give the corresponding alkylated thiopseudoureas. The guanidines are liberated from the resin upon exposure to ammonia or primary amines.