反应详情

NMO (214 mg, 1.8 mmol) followed by osmium tetroxide (2.5 wt % in n-butanol) (cat.) were added to a solution of 3-[4-(2,2-dimethylbut-3-en-1-yl)-1-trityl-1H-imidazol-2-yl]-1,1-difluoro-2-[4-(5-fluoropyridin-2-yl)phenyl]propan-2-ol (600 mg, 0.91 mmol) in acetone/water (2:1) (12 mL). After stirring at ambient temperature overnight, the reaction mixture was quenched with saturated aqueous sodium thiosulfate and extracted with ethyl acetate. The combined organic extracts were dried (magnesium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-100% ethyl acetate/hexane afforded 4-(2-{3,3-difluoro-2-[4-(5-fluoropyridin-2-yl)phenyl]-2-hydroxypropyl}-1-trityl-1H-imidazol-4-yl)-3,3-dimethylbutane-1,2-diol.

1. customthe reaction mixture was quenched with saturated aqueous sodium thiosulfate
2. extractionextracted with ethyl acetate
3. dry with materialThe combined organic extracts were dried (magnesium sulfate)
4. concentrationconcentrated in vacuo