Potassium Carbonate → HCID 118260134, compound

Participants

Reaction Steps

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.).

Provenance & Evidence