tert-Butanol → HCID 86668203, compound

Participants

Reaction Conditions

Reaction Steps

Diphenyl phosphorazidate (1083 mg, 3.93 mmol) and triethylamine (0.55 ml, 3.93 mmol) was added to a stirred solution of 5-methylisoxazole-4-carboxylic acid (500 mg, 3.93 mmol) in tert-butanol (30 ml) at 50° C. After addition, the solution was heated at 90° C. for 6 hours. The reaction mixture was diluted with saturated NaHCO3 solution (50 ml) and then extracted with ethyl acetate (60 ml×5). The combined organic phases were dried over anhydrous MgSO4, and concentrated. The residue was purified by column chromatography column (silica gel, 40 g, eluent: dichloromethane/methanol=100:1, 1.3 L) to yield the title compound as a white solid. 161 mg,

Provenance & Evidence