反应详情

To a solution of methyl 5-(3-fluoro-4-(methylcarbamoyl)benzyl)-2-formyl-3,4-dimethylbenzoate (0.09 g) in THF (2.00 mL) were added (3S,4S)-3-aminotetrahydro-2H-pyran-4-ol (0.03 g) and anhydrous magnesium sulfate (0.06 g), and the mixture was stirred at room temperature for 5 hr. The reaction mixture was concentrated, and the residue was diluted with methanol (2.00 mL)-THF (2.00 mL). Sodium triacetoxyborohydride (0.11 g) was added thereto, and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, and the mixture was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (0.04 g).

1. concentrationThe reaction mixture was concentrated
2. additionthe residue was diluted with methanol (2.00 mL)-THF (2.00 mL)
3. additionSodium triacetoxyborohydride (0.11 g) was added
4. stirringthe mixture was stirred overnight at room temperature
5. additionThe reaction mixture was diluted with ethyl acetate
6. washthe mixture was washed with water and saturated brine
7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
8. customthe solvent was evaporated under reduced pressure
9. customThe residue was purified by silica gel column chromatography (methanol/ethyl acetate)