SOLID-PHASE SYNTHESIS OF 5,6-DIHYDROPYRIMIDINE-2,4-DIONES

A series of 1,3-disubstituted-5,6-dihydropyrimidine- 1 are prepared by solid phase organic chemistry using a cyclization-cleavage strategy f rom readily available amines and isocyanates. An acrylate ester of Wan gs resin is treated with primary amines to afford N-substituted beta-a minoesters followed by treatment with isocyanates to afford beta-ureid o ester 4. Cyclization-cleavage of the bound ureido ester under acidic conditions gave direct formation of 5,6-dihydropyrimidinedione 1. Cop yright (C) 1996 Elsevier Science Ltd