反应详情

To a solution of (2S)-2-[(tert-butoxycarbonyl)amino]-3-(3-iodophenyl)propanoic acid [Aldrich] (4.0 g, 10. mmol) in tetrahydrofuran (10 mL) with stirring was added 1.0 M borane-THF complex in THF (40 mL) dropwise to keep temperature at 0° C. (about 15 min). The reaction mixture was stirred at room temperature for 1 h, then cooled down with ice-bath, quenched with AcOH:MeOH (1:5, 20 mL) and partitioned between saturated aqueous NaHCO3 solution and DCM, dried over sodium sulfate, filtered, and evaporated under reduced pressure. The residue was purified by combi-flash chromatography to give 2.0 g (52% yield) of the desired product. LC-MS found: 278.0 (M−Boc+H)+.

1. customat 0° C.
2. custom(about 15 min)
3. temperaturecooled down with ice-bath
4. customquenched with AcOH:MeOH (1:5, 20 mL)
5. custompartitioned between saturated aqueous NaHCO3 solution and DCM
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. customevaporated under reduced pressure
9. customThe residue was purified by combi-flash chromatography