Ammonium Chloride → HCID 67105487, compound

Participants

Reaction Conditions

Reaction Steps

A solution of ethyl(4S)-4-{[(benzyloxy)carbonyl]amino}-2,2-dimethyl-3-oxopentanoate (905 mg) in methanol (30 mL) was cooled to 0° C., 90% sodium borohydride (180 mg) was added, and the mixture was stirred at 0° C. for 2 hr. Saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, 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 ethyl(4S)-4-{[(benzyloxy)carbonyl]amino}-2,2-dimethyl-3-hydroxypentanoate as a colorless oil (yield: 720 mg, 79%).

Provenance & Evidence