Potassium Phosphate, Tribasic → HCID 54455949, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-3-[(phenylacetyl)amino]-1-[(phenylmethyl)oxy]-2-azetidinone (1 mM; see example 4B) in freshly distilled tetrahydrofuran (10 ml) at -78° C. is added via syringe a solution of lithium methoxide (3 mM) in dry methanol (5 ml). After 5 minutes, t-butyl hypochlorite (130 μl) is added and the mixture is stirred at -78° C. for 30 minutes. The reaction mixture is poured into 0.5M monobasic potassium phosphate buffer and extracted with two 100 ml portions of methylene chloride. The combined organic extracts are dried over sodium sulfate and concentrated to an oily residue. The title compound is isolated by column chromatography as a racemate.

Provenance & Evidence