2-chloro-4-[(2S,3S,4S)-3-hydroxy-2-methyl-4-(2-methylprop-2-en-1-yl)-5-oxopyrrolidin-1-yl]benzonitrile → 2-chloro-4-[(2S,3S,4S)-3-hydroxy-4-isobutyl-2-methyl-5-oxopyrrolidin-1-yl]benzonitrile

Participants

Reaction Steps

To a solution of 2-chloro-4-[(2S,3S,4S)-3-hydroxy-2-methyl-4-(2-methylprop-2-en-1-yl)-5-oxopyrrolidin-1-yl]benzonitrile (22.3 mg) in methanol (3.0 mL) was added palladium/fibroin (12.0 mg), and the mixture was stirred for 48 hr under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=50/1→1/1) to give the title compound as a pale-yellow oil (yield: 4.3 mg, 19.1%).

Provenance & Evidence