反应详情

温度

0 °C

A mixture of (±)-methyl 2-methylserinate hydrochloride from Step A (14.4 g, 85.0 mmol) and imidazole (19.1 g, 280 mmol) in dry DMF (77 mL) was cooled to 0° C. and treated with tert-butyldimethylsilyl chloride (14.1 g, 93.0 mmol). The mixture was stirred at 0° C. for 25 min, and was then allowed to warm to ambient temperature and stirred for 18 h. Water (500 mL) was added and the mixture extracted with ether (4×150 mL). The combined organic extracts were washed successively with water and brine, dried (anhydrous Na2SO4), filtered and concentrated in vacuo. Purification of the residue by silica gel chromatography, eluting with a gradient of EtOAc:CH2Cl2—0:100 to 100:0, afforded the title compound. MS: m/z=248 (M+1).

1. temperatureto warm to ambient temperature
2. stirringstirred for 18 h
3. extractionthe mixture extracted with ether (4×150 mL)
4. washThe combined organic extracts were washed successively with water and brine
5. dry with materialdried (anhydrous Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customPurification of the residue by silica gel chromatography
9. washeluting with a gradient of EtOAc