反应详情

Under a nitrogen atmosphere, at room temperature, a commercially available reagent of methyl (S)-2-tert-butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionate (199 g, 673 mmol) was dissolved in DMF (795 mL), and a commercially available reagent of 1-bromo-2-butyne (100 g, 752 mmol) and potassium carbonate (112 g, 807 mmol) were added. The mixture was stirred at room temperature for 19 hours. To the reaction solution were added a saturated aqueous solution of ammonium chloride and ethyl acetate and the mixture was extracted. The organic layer was washed with water and a saturated brine in order, dried over anhydrous magnesium sulfate, and filtered. The solvent was distilled off. The residue was then dried under reduced pressure to obtain methyl (S)-2-tert-butoxycarbonylamino-3-(4-but-2-ynyloxy-phenyl)-propionate (ESI (LC/MS positive mode) m/z 348 (M+H); Rt 2.50 min.; No. 4935047; 233 g, quant.).

1. extractionthe mixture was extracted
2. washThe organic layer was washed with water
3. dry with materiala saturated brine in order, dried over anhydrous magnesium sulfate
4. filtrationfiltered
5. distillationThe solvent was distilled off
6. customThe residue was then dried under reduced pressure