Triethylamine → tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-{[(methylsulfonyl)oxy]methyl}-1,4-oxazepane-4-carboxylate

Participants

Reaction Steps

Methanesulfonyl chloride (1.366 mL, 17.65 mmol) was added dropwise to a solution of tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate (5.11 g, 13.58 mmol) and triethylamine (2.84 mL, 20.37 mmol) in THF (50 mL) under ice-cooling, and the mixture was stirred under ice-cooling for 2 hr. The reaction mixture was diluted with aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated to give the title compound (5.95 g).

Provenance & Evidence