Water → tert-butyl (6RS,7SR)-6-(azidomethyl)-7-(3,4-dichlorophenyl)-6-methoxy-1,4-oxazepane-4-carboxylate

Participants

Reaction Steps

Under ice-cooling, sodium hydride (60% oil, 8 mg) was added to a solution of tert-butyl (6RS,7SR)-6-(azidomethyl)-7-(3,4-dichlorophenyl)-6-hydroxy-1,4-oxazepane-4-carboxylate (120 mg) in DMF (5 mL). The mixture was stirred at room temperature for 20 min, methyl iodide (122 mg) was added, and the mixture was stirred at the same temperature for 30 min. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (115 mg).

Provenance & Evidence