Hydrochloric Acid → HCID 58691142, compound

Participants

Reaction Steps

Allyl (5R,6S)-3-(3-methoxyphenyl)-7-oxo-6-{(1R)-1-[(trimethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (1.70 g, 4.09 mmol) prepared by step c) was dissolved in THF (40 ml) and water (20 ml), and the mixture was cooled in a water bath and thereto was gradually dropped 1N hydrochloric acid using a pH meter so as to become pH=2.5. After 15 minutes, thereto were added an aqueous saturated sodium hydrogencarbonate solution (50 ml) and saturated brine (50 ml), and the mixture was extracted with chloroform (50 ml×3 times). The organic layers were combined and dried over magnesium sulfate, filtered, and concentrated to give allyl (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-(3-methoxyphenyl)-7-oxo1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (1.37 g, 3.99 mmol, yield 98%) as a pale yellow oil.

Provenance & Evidence