反应详情

温度

0 °C

tert-Butyl (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxy-phenyl)-1-ethoxycarbonyl-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate (3.22 g, 4.51 mmol) was dissolved in dichloromethane (64 mL), and the mixture was then cooled to 0° C. in an ice bath. Acetic anhydride (1.07 mL, 11.3 mmol), triethylamine (0.63 mL, 4.52 mmol), and dimethylaminopyridine (55.1 mg, 0.451 mmol) were added in this order, and the mixture was then stirred at 0° C. for 1.5 hours. The mixture was quenched with water (46 mL), and then extracted with dichloromethane (46 mL). The organic layer was washed with a saturated aqueous solution (33 mL) of sodium chloride, then dried over anhydrous sodium sulfate, and filtered. The solvent was distilled off under reduced pressure. The residue was purified on Biotage (silica gel, n-hexane/ethyl acetate) to obtain 2.65 g (3.51 mmol, 78% yield) of No. 5328456.

1. customThe mixture was quenched with water (46 mL)
2. extractionextracted with dichloromethane (46 mL)
3. washThe organic layer was washed with a saturated aqueous solution (33 mL) of sodium chloride
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationfiltered
6. distillationThe solvent was distilled off under reduced pressure
7. customThe residue was purified on Biotage (silica gel, n-hexane/ethyl acetate)
8. customto obtain 2.65 g (3.51 mmol, 78% yield) of No