Borane;tetrahydrofuran → HCID 67079826, compound

Participants

Reaction Steps

Borane-tetrahydrofuran complex (1 M in tetrahydrofuran, 21.4 ml, 21.4 mmol) was added at 0° C. to a solution of D-3-trifluoromethylphenylalanine (2.00 g, 8.57 mmol) in tetrahydrofuran (45 ml). The reaction mixture was allowed to reach room temperature over 3 h, then partitioned between sat. aq. sodium carbonate solution and ethyl acetate. The organic layer was washed with brine, dried (MgSO4), filtered, and evaporated. Chromatography (SiO2; dichloromethane/methanol/25% aq. ammonia solution 90:10:0.25) afforded the title compound (1.58 g, 84%). Colorless oil, MS (ISP)=220.3 (M+H)+.

Provenance & Evidence