Methanol → HCID 19596442, compound

Participants

Reaction Steps

3-(2-(N-tert-Butoxycarbonylamino)ethoxy)-4-carboxy-5-phenylisoxazole (0.2 g) was dissolved in a mixture of methanol and benzene (1:5, 10 ml), and trimethylsilyldiazomethane (0.6 ml, 2.0M hexane solution) was added dropwise thereto under ice-cooling, followed by stirring of the mixture at room temperature for 30 minutes. The reaction mixture was poured into an ice-cold water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous NaCl solution and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=3/1) to obtain the title compound (0.17 g, 81%) as a colorless solid.

Provenance & Evidence