Tetrahydrofuran → HCID 90192607, compound

Participants

Reaction Steps

Under a nitrogen gas flow, to a mixture of 11.0 g of tert-butyl (4S)-4-carbamoyl-2,2,4-trimethyl-1,3-oxazolidine-3-carboxylate and 170 ml of THF were added dropwise 11.0 ml of triethylamine and 8.0 ml of trifluoroacetic anhydride under ice-cooling, followed by warming to room temperature and stirring for 30 minutes. The reaction mixture was added to water, followed by extraction with ethyl acetate. The organic layer was washed with a 10% aqueous citric acid solution, a saturated aqueous sodium hydrogen carbonate solution, and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 8.22 g of tert-butyl (4R)-4-cyano-2,2,4-trimethyl-1,3-oxazolidine-3-carboxylate.

Provenance & Evidence