Nonpeptidic HIV protease inhibitors: 6-alkyl-5,6-dihydropyran-2ones possessing a novel and achiral 3-(2-t-butyl-5-methyl-4-sulfamate)phenylthio moiety

Article abstract of DOI:10.1016/S0960-894X(99)00360-1

Dihydropyran-2-ones possessing a sulfamate moiety at the 4-position of the thiophenyl ring were designed to reach S₃' pocket of the HIV protease. Synthetic routes for the preparation of thiotosylates possessing 3-(2-t- butyl-5-methyl-4-sulfamate) phenylthio moiety were established. SAR of various sulfamate analogs including HIV protease binding affinities, antiviral activities and therapeutic indices will be described.