tert-Butanol → HCID 90052280, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-cyano-4-methoxy-2-(2-methoxyethyl)butyric acid (G19, 957 mg) in tetrahydrofuran (8 mL) and tert-butanol (32 mL), diphenylphosphonyl azide (1.63 mL) and triethylamine (1.00 mL) were added at room temperature, and the mixture was stirred at 80° C. for 2 hours. The solvent was evaporated under reduced pressure, and to the obtained residue, ethyl acetate and saturated aqueous sodium chloride were added. The organic layer was separated, washed successively with saturated aqueous sodium hydrogencarbonate and saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent, 100 to 0% hexane in ethyl acetate) to obtain tert-butyl (3-cyano-1,5-dimethoxypentan-3-yl)carbamate (G20, 519 mg).

Provenance & Evidence