反应详情

温度

90 °C

To a solution of benzyl ((2R,3S)-2-((4-(((tert-butyldimethylsilyl)oxy)methyl)-2H-1,2,3-triazol-2-yl)methyl)-1-(2,4-dimethoxybenzyl)-4-oxoazetidin-3-yl)carbamate (1.25 g, 2.1 mmol) in CH3CN (20 mL) was added K2S2O8 (0.73 g, 2.7 mmol) followed by a solution of K2HPO4 (0.84 g, 4.8 mmol) in water (10 mL). After stirring at 90° C. for 1 h, more K2S2O8 (0.23 g, 0.84 mmol) was added. After heating at 90° C. for additional 2 h, the reaction mixture was concentrated in vacuo. The residue was extracted with EtOAc (2×30 mL). Combined organic layers were washed with water, brine, dried with Na2SO4, filtered and concentrated in vacuo. The crude residue was purified via silica gel chromatography (MeOH-DCM, 1-3%) to afford the title compound (0.44 g, 47%) as a pale yellow solid. LCMS: m/z=446.2 (M+1).

1. temperatureAfter heating at 90° C. for additional 2 h
2. concentrationthe reaction mixture was concentrated in vacuo
3. extractionThe residue was extracted with EtOAc (2×30 mL)
4. washCombined organic layers were washed with water, brine
5. dry with materialdried with Na2SO4
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe crude residue was purified via silica gel chromatography (MeOH-DCM, 1-3%)