6-Phenyl-6-alkylamido-5,6-dihydro-2H-pyran-2-ones: novel HIV protease inhibitors

Publications from our laboratories have recently described a series of 3-thioaryl substituted-4-hydroxy-pyrones(1) as HIV protease inhibitors. The current work examines the analogous 5,6-dihydro-2H-pyran-2-ones with 6,6-substitutions focusing on the use of 1 degrees, 2 degrees, and 3 degrees alkyl amides of various chain lengths to fill the S1 through S3 enzyme pockets.