反应详情

To a solution of (2S)-2-[(tert-butoxycarbonyl)amino]-3-(3-fluorophenyl)propanoic acid [Aldrich] (3.00 g, 10.6 mmol) in tetrahydrofuran (30 mL, 400 mmol) at 0° C. was added 1.0 M borane-THF complex in tetrahydrofuran (32 mL, 32 mmol). The reaction mixture was stirred at room temperature for 3 hrs, cooled with an ice bath, quenched with AcOH:MeOH (1:5, 10 mL and partitioned between saturated aqueous NaHCO3 and DCM. The aqueous phase was then extracted several times with DCM. The combined organic fractions were dried over Na2SO4 and concentrated under reduced pressure. The residue was used directly for the next reaction. LCMS (ES) m/e 270 (M+H)+.

1. temperaturecooled with an ice bath
2. customquenched with AcOH:MeOH (1:5, 10 mL
3. custompartitioned between saturated aqueous NaHCO3 and DCM
4. extractionThe aqueous phase was then extracted several times with DCM
5. dry with materialThe combined organic fractions were dried over Na2SO4
6. concentrationconcentrated under reduced pressure
7. customThe residue was used directly for the next reaction