Water → HCID 59838273, compound

Participants

Reaction Conditions

Reaction Steps

Borane-dimethyl sulfide (1.55 ml, 15.5 mmol) was added to a solution of (2S,4S)-1-tert-butoxycarbonyl-4-phenoxy-2-pyrrolidinylcarboxylic acid (2.39 g, 7.76 mmol) in THF (50 ml) under stirring at 0° C. The reaction mixture was stirred at the same temperature for 10 minutes and then at 50° C. for 2 hours. After cooling the reaction mixture to 0° C., water (30 ml) was added thereto, followed by extraction with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column (silica gel: 60 g), whereby from chloroform/methanol (50/1) eluate fractions, the title compound (2.83 g, 100%) was obtained as a colorless oil.

Provenance & Evidence