反应详情

温度

40 °C

To a stirred solution of methyl 4′-(6-chloro-2-(((4aR,7R,8aS)-2-phenylhexahydropyrano-[3,2-d][1,3]dioxin-7-yl)oxy)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridin-5-yl)-[1,1′-biphenyl]-4-carboxylate (474 mg, 0.651 mmol) in THF (5.2 mL) under nitrogen was added a 2.5N aqueous solution of NaOH (5.2 mL, 10.4 mmol). The mixture was allowed to stir at 40° C. for 24 hours. The mixture was then cooled to room temperature and diluted with water (40 mL). The mixture was acidified with 1N aqueous HCl and extracted with EtOAc (2×70 mL). The combined organic layers were washed with brine (50 mL), dried over sodium sulfate, and concentrated under reduced pressure to provide the title compound as a yellow solid. LC-MS: calculated for C38H40ClN3O7Si 713.23, observed m/e: 714.21 (M+H)+ (Rt 2.85/4 min).

1. temperatureThe mixture was then cooled to room temperature
2. extractionextracted with EtOAc (2×70 mL)
3. washThe combined organic layers were washed with brine (50 mL)
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated under reduced pressure