反应详情

To a solution of (R)-4-benzyl-3-[(S)-2-(4-fluoro-3,5-dimethyl-benzyl)-pent-4-enoyl]-oxazolidin-2-one (0.045 g, 0.113 mmol), [3-(4-fluoro-phenyl)-propyl]-methyl-amine (C6, 0.023 g, 0.136 mmol), and acetic acid (0.014 g, 0.226 mmol) in 3 mL of dichloroethane, was added NaBH(OAc)3 (0.034 g, 0.158 mmol). After stirring at room temperature overnight, the reaction was quenched with 20 mL of saturated aqueous NaHCO3 solution and the reaction mixture extracted with ethyl acetate (20 mL×3). The combined organic extracts were dried, filtered, and concentrated under reduced pressure. The product was isolated by Flash column chromatography (silica gel) eluting with 0-10% methanol/dichloromethane to give the title compound as colorless oil (0.046 g, 75% yield). LC-MS: tR=7.7 min; m/z 549 (M+H)+.

1. customthe reaction was quenched with 20 mL of saturated aqueous NaHCO3 solution
2. extractionthe reaction mixture extracted with ethyl acetate (20 mL×3)
3. customThe combined organic extracts were dried
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe product was isolated by Flash column chromatography (silica gel)
7. washeluting with 0-10% methanol/dichloromethane