Acetic Acid → HCID 11688567, compound

Participants

Reaction Steps

tert-Butyl 3-{[(2R,3S)-3-((1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-ethyl)-4-oxo-2-azetidinyl]acetyl}benzoate (2.24 g) obtained in Step a) was dissolved in THF (20 ml), and thereto was added dropwise acetic acid (2.9 ml) at room temperature, and further thereto was added dropwise a solution of tetra-n-butylammonium fluoride (4.58 g) in THF (18 ml). The mixture was stirred at the same temperature for 3 days, and the reaction solution was diluted with ethyl acetate. The mixture was poured into a cold aqueous sodium hydrogen carbonate solution, and the mixture was extracted and separated. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give tert-butyl 3-({(2R,3S)-3-[(1R)-1-hydroxyethyl]-4-oxo-2-azetidinyl}acetyl)benzoate, which was used in the subsequent reaction without further purification.

Provenance & Evidence