Tetrahydrofuran → methyl (S)-2-(benzyl-{2-(3,5-difluoro-phenyl)-2-[hydroxyimino]-ethyl}-amino)-3-cycloheptyl-propionate

Participants

Reaction Steps

820 mg (2.83 mmol) methyl (S)-2-benzylamino-3-cycloheptyl-propionate were stirred overnight at RT together with 0.71 g (2.83 mmol) 2-bromo-1-(3,5-difluoro-phenyl)-ethanone-oxime, 0.51 g (3.68 mmol) potassium carbonate and 10 ml THF. After the addition of water and ethyl acetate the organic phases were combined, washed with water, dried and evaporated to dryness by rotary evaporation. The residue was purified by RP-HPLC. The product-containing fractions were combined, the organic solvent was removed and the aqueous residue was made alkaline with saturated, aqueous sodium hydrogen carbonate solution. It was extracted with ethyl acetate, the organic phase was dried and concentrated by rotary evaporation.

Provenance & Evidence