反应详情

To a solution of (2S)-2-[(tert-butoxycarbonyl)amino]-3-(2-methoxypyridin-4-yl)propanoic acid (1.3 g, 4.4 mmol) in tetrahydrofuran (5.0 mL) with stirring, 1.0 M borane-THF complex in THF (13 mL) was added dropwise to keep the internal temperature at 0° C. (about 15 min). After addition, the mixture was stirred at rt for 3 h, cooled with an ice-bath, quenched with AcOH:MeOH (1:5, 5 mL), partitioned between saturated aqueous NaHCO3 and DCM, dried over Na2SO4, filtered, and evaporated under reduced pressure to give 0.5 g (40% yield) of the desired product. LC-MS found: 283.0 (M+H)+.

1. customat 0° C.
2. custom(about 15 min)
3. additionAfter addition
4. temperaturecooled with an ice-bath
5. customquenched with AcOH:MeOH (1:5, 5 mL)
6. custompartitioned between saturated aqueous NaHCO3 and DCM
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. customevaporated under reduced pressure