Sodium Thiosulfate → trans-4-Acetoxy-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone

Participants

Reaction Steps

m-Chloroperbenzoic acid (1 g) is added to a solution of trans-4-acetyl-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone (0.23 g) in chloroform (15 ml), and the mixture is allowed to stand at room temperature for 15 hours and then poured into a mixture of ethyl acetate (100 ml), 5% aqueous sodium thiosulfate (50 ml) and aqueous sodium hydrogen carbonate (30 ml). The organic layer is separated, washed with aqueous sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure to give 0.23 g of trans-4-acetoxy-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone.

Provenance & Evidence