Hydrochloric Acid → 3-[(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyloxazolidin-5-yl]-2-[2-(2-tetrahydropyranyloxy)ethyl]-2-propenoic acid

Participants

Reaction Steps

400 mg of ethyl 3-[(4S,5S)-3-benzyloxycarbonyl-2,2-dimethyl-4-isobutyloxazolidin-5-yl]-2-[2-(2-tetrahydropyranyloxy)ethyl]-2-propenoate was dissolved in 1.93 ml of an ethanol/water (10/1) solution of 2N potassium hydroxide, and the solution was stirred overnight at room temperature. 24 ml of water was added thereto, and the mixture was cooled to 0° C., then neutralized with 1N hydrochloric acid and extracted three times with 15 ml of ethyl acetate. The ethyl acetate layer was washed sequentially with water and a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. Then the solvent was distilled off under reduced pressure to obtain 3-[(4S,5S)-3-benzyloxycarbonyl-2,2-dimethyl-4-isobutyloxazolidin-5yl]-2-[2-(2-tetrahydropyranyloxy)ethyl]-2-propenoic acid as a colorless oily substance.

Provenance & Evidence