tert-Butanol → tert-Butyl oxolan-3-ylcarbamate

Participants

Reaction Steps

Under Ar, to a soln of (+/−)-tetrahydro-3-furoic acid (500 mg, 4.30 mmol) in DMF (2 mL) was added triethylamine (0.66 mL, 4.74 mmol), followed by diphenylphosphoryl azide (1.02 mL, 4.74 mmol). The mixture was heated to 80° for 3 h and cooled to 23°, tert-butanol (3 mL) was then added and the resulting mixture was stirred at 23° for 16 h. The mixture was diluted with EtOAc and washed with H2O. The organic layer was dried over Na2SO4, and concentrated to give the crude intermediate 670 mg.

Provenance & Evidence