Hydrochloric Acid → (2S)-2-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}-benzoylamino}-3-phenylpropionic acid

Participants

Reaction Steps

To a solution of ethyl (2S)-2-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzoylamino}-3-phenylpropionate (119 mg, 0.195 mmol) in tetrahydrofuran (4 ml) was added a solution of lithium hydroxide-water (16.4 mg, 0.390 mmol) in MeOH-water (1:1) (2.8 ml) at 5° C. The reaction mixture was stirred at the same temperature for 1 hour, and then stirred at room temperature for 30 minutes. To the reaction mixture was added 1N hydrochloric acid (0.5 ml) at 5° C. and extracted with EtOAc. The organic layer was washed with water and brine. The resultant mixture was dried over magnesium sulfate, and evaporated in vacuo to give (2S)-2-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}-benzoylamino}-3-phenylpropionic acid (113.0 mg, 100%).

Provenance & Evidence