Tetrahydrofuran → HCID 58844833, compound

Participants

Reaction Steps

Anhydrous trifluoromethanesulfonic acid was added to THF (7 ml) and water (4 ml), and the solution was adjusted to pH2.2. To the solution was added at 0° C. 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 (520 mg). After stirring for 1 hour, thereto was added a saturated aqueous sodium hydrogencarbonate solution, and the solution was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure to give allyl (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-[3-(hydroxymethyl)phenyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate. This product was used in the next step without further purification.

Provenance & Evidence