Phenacyl bromide → HCID 118260110, compound

Participants

Reaction Steps

1-tert-Butyl (S)-2-{(E)-(S)-1-[(S)-2-(4-but-2-ynyloxy-phenyl)-1-(2-oxo-2-phenyl-ethoxycarbonyl)-ethylcarbamoyl]-10-oxo-heptadec-2-enyl}-2-hydroxy-succinate (88.3 mg) was dissolved in ethyl acetate (5 mL), and a commercially available reagent of 2-bromoacetophenone (32 mg) and Et3N (24 μL) were added. The mixture was stirred at room temperature for 18 hours. To the reaction solution was added ethyl acetate and the mixture was washed with water and a saturated brine in this order. The organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The product was purified by silica gel chromatography (Megabondelute was used, elution solvent 20%-40% ethyl acetate/n-hexane) to obtain 56.6 mg (56%) of the title compound (LCMS m/z 937 (M+1) Rt 3.80 min.).

Provenance & Evidence