反应详情

温度

115 °C

Ethyl 2-(5-((tert-butyldiphenylsilyloxy)methyl)-4-((2R,6S)-2,6-dimethylmorpholino)-2,3-difluorophenyl)-2-oxoacetate (Intermediate 114, 2.808 g, 4.71 mmol) and hydroxylamine hydrochloride (0.360 g, 5.18 mmol) were dissolved in pyridine (40 ml) and stirred at 115° C. for 16 hours. The reaction was concentrated to remove excess pyridine. The residue was dissolved in ethyl acetate and washed with water and brine 3×. The organic layer was dried over MgSO4 and concentrated. The residue was purified by silica gel column chromatography using a gradient of hexanes to ethyl acetate to give the title compound as a mixture of oxime isomers (1.924 g, 3.15 mmol, 66.8%).

1. concentrationThe reaction was concentrated
2. customto remove excess pyridine
3. dissolutionThe residue was dissolved in ethyl acetate
4. washwashed with water and brine 3×
5. dry with materialThe organic layer was dried over MgSO4
6. concentrationconcentrated
7. customThe residue was purified by silica gel column chromatography