Dichloromethane → HCID 21310371, compound

Participants

Reaction Steps

Chlorobenzenesulfonyl chloride (478 mg, 2.27 mmol) was added to an ice-cooled solution of (3R,5S)-3-hydroxymethyl-4-oxa-1-azabicyclo[3,2,0]heptan-7-one (ref. compound 2) (250 mg, 1.75 mmol) and triethylamine (230 mg, 2.27 mmol) in dichloromethane (5 ml). The mixture was stirred at room temperature over night. After removal of solvent, the residue was purified by silica gel column chromatography using chloroform-ethyl acetate (5:1) as eluent and 420 mg of (3R,5S)-3-(4-chlorobenzenesulfonyl)oxymethyl-4-oxa-1-azabicyclo[3,2,0] heptan-7-one was obtained as white solid.

Provenance & Evidence