Sodium Chloride → HCID 57172225, compound

Participants

Reaction Steps

1.3 ml of boron trifluoride etherate were added to a solution of 1.37 g of (3S,4S)-3-[(1R)-1-t-butyldimethylsilyloxyethyl]-4-[(1RS)-1-(phenylthiocarbonyl)ethyl]-2-azetidinone in 33 ml of acetonitrile, cooled in ice-water, and the mixture was stirred for 15 minutes at 0° to 5° C. 2.94 g of sodium bicarbonate were added to the reaction mixture, then a saturated aqueous sodium chloride solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was stripped off, giving 0.95 g of (3S,4S)-3-[(1R)-1-hydroxyethyl]-4-[(1RS)-1-(phenylthiocarbonyl)ethyl]-2-azetidinone, which was used in the following reaction.

Provenance & Evidence