Trifluoroacetic acid → HCID 58779093, compound

Participants

Reaction Steps

Trifluoroacetic acid (20 ml) was added to a solution of methyl 4-((2S,4S)-1-tert-butoxycarbonyl-4-phenoxy-2-pyrrolidinylmethoxy)benzoate (2.02 g, 3.25 mmol) in methylene chloride (100 ml). The resulting mixture was stirred at room temperature for 5 hours. The reaction mixture was then concentrated under reduced pressure. The residue was diluted with methylene chloride (50 ml), followed by washing with 1N NaOH. The organic layer was fractionated, followed by washing with saturated brine, drying over anhydrous sodium sulfate and distillation under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column (silica gel: 70 g), whereby from chloroform/acetone (10/1) chloroform/methanol (10/1) eluate fractions, the title compound (970 mg, 91%) was obtained as a brown oil.

Provenance & Evidence