Acetic Acid → HCID 86596171, compound

Participants

Reaction Steps

Allyl (5R,6S)-7-oxo-6-{(1R)-1-[(triethylsilyl)oxy]ethyl}-3-(3-{[(triethylsilyl)oxy]methyl}phenyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (911 mg) prepared by step b) of example 4 was dissolved in THF (13 ml), and thereto water (6 ml) and acetic acid (3 ml) were added at 0° C. After stirring for 30 minutes, a saturated aqueous sodium hydrogencarbonate solution was added thereto and the solution was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give allyl (5R,6S)-3-[3-(hydroxymethyl)phenyl]-7-oxo-6-{(1R)-1-[(triethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (535 mg).

Provenance & Evidence