反应详情

To a solution of 0.372 g (0.884 mmol) of the product of Step D dissolved in 3.0 mL of methanol was added 212 μL (1.06 mmol) of a 5.0N aqueous sodium hydroxide solution which resulted in a cloudy suspension. The reaction was warmed to assist solution, methanol (1 mL) was added followed by dichloromethane (0.5 mL), however a clear solution was not obtained. Additional 5N sodium hydroxide solution was added (212 μL), and finally 0.5 mL of THF was added which resulted in a clear solution. After stirring an additional 15 hours at room temperature, TLC analysis (CHCl3 --MeOH--NH4OH 80:15:1) indicated complete hydrolysis of the starting material and the reaction was adjusted to pH=7 with 6N HCl. The reaction mixture was then concentrated in vacuo and the residue was purified on a silica gel flash chromatography column eluted with CHCl3 --MeOH--HOAc (92:7:1). Combination of the purified fractions and drying in vacuo afforded 0.335 g (93%) of the title compound as an amorphous solid.

1. customresulted in a cloudy suspension
2. temperatureThe reaction was warmed
3. additionwas added
4. customhowever a clear solution was not obtained
5. additionwas added which
6. customresulted in a clear solution
7. customhydrolysis of the starting material
8. concentrationThe reaction mixture was then concentrated in vacuo
9. customthe residue was purified on a silica gel flash chromatography column
10. washeluted with CHCl3 --MeOH--HOAc (92:7:1)
11. customCombination of the purified fractions and drying in vacuo