HCID 68770982, compound → HCID 59556944, compound

Participants

Reaction Steps

To a solution of ethyl(4S)-4-{[(benzyloxy)carbonyl]amino}-3-(tert-butyldimethylsilyloxy)-2,2-dimethylpentanoate (0.916 g) in methanol (20 mL) was added 10% palladium carbon (containing 50% water, 89 mg), and the mixture was stirred at room temperature for 16 hr under a hydrogen atmosphere and filtered. The filtrate was concentrated under reduced pressure, and the residue was dissolved in THF (15 mL). Diisopropylethylamine (1.5 mL) was added, and the mixture was fluxed for 3 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=30/1→1/3) to give the title compound (yield: 161.8 mg, yield: 30.1%) and (4R,5S)-4-(tert-butyldimethylsilyloxy)-3,3,5-trimethylpyrrolidin-2-one (yield: 289 mg, yield: 53.7%), each as a colorless solid.

Provenance & Evidence