Solid Phase Synthesis of 3,4,7-Trisubstituted 4,5,8,9-Tetrahydro-3H-imidazo[1,2-a][1,3,5]triazepin-2(7H)-thiones and N-AlkyI-4,5,7,8-tetrahydro-3H-imidazo[1,2-a][1,3,5]triazepin-2-amines

摘要

The solid-phase parallel synthesis of 3,4,7-trisubstituted 4,5,8,9-tetrahydro-3H-imidazo[1,2-a][1,3,5]triazepin-2(7H)-thiones and N-alkyl-4,5,7,8-tetrahydro-3H-imidazo[1,2-a][1,3,5]triazepin-2-amines starting from resin-bound dipeptides is described.The key synthetic steps involve the cylization of an amino and a guanidino functionality using thiocarbonyldiimidazole and the subsequent transformation of the resulting thiourea moiety to a substituted guanidine group using HgCl2 and various amines.Following cleavage from the resin,the desired products were obtained in good yields and good to moderate purities,depending on the building blocks employed.