反应详情

温度

90 °C

A pressure vial was charged with benzyl [7-bromo-2-({[4-((3R,4R,5S)-3-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(dimethyl)silyl]oxy}-5-methylpiperidin-1-yl)pyridin-3-yl]amino}carbonyl)quinolin-3-yl]carbamate (0.035 g, 0.043 mmol), K3PO4 (0.0181 g, 0.0852 mmol), 1,4-dioxane (0.55 mL), water (0.092 mL) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (0.013 g, 0.063 mmol). The mixture was deoxygenated with nitrogen for 10 min. Dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine-(2′-aminobiphenyl-2-yl)(chloro)palladium (1:1) (0.0022 g, 0.0028 mmol) was added. The mixture was sealed with screw cap then heated at 90° C. for 1.5 h. The mixture was quenched with water and extracted with EtOAc. The combined organic extracts were dried and concentrated under reduced pressure. The residue was purified by flash chromatography on 20 g silica gel, eluting with 0-100% EtOAc in hexanes, to give the sub-title compound (0.023 g, 65%). LCMS calc. for C45H59N6O7Si [M+H]+: m/z=823.4. found: 823.5.

1. customThe mixture was deoxygenated with nitrogen for 10 min
2. customThe mixture was sealed with screw
3. customcap
4. customThe mixture was quenched with water
5. extractionextracted with EtOAc
6. customThe combined organic extracts were dried
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by flash chromatography on 20 g silica gel
9. washeluting with 0-100% EtOAc in hexanes