Sodium Hydroxide → HCID 69102892, compound

Participants

Reaction Steps

To a solution of methyl 4′-[3-[(tert-butoxycarbonyl)-[(2R)-2-hydroxy-2-phenylethyl]amino]propyl]-3-(cyclohexyloxy)-4-biphenylcarboxylate (147 mg) in methanol (2.94 ml) was added 1N sodium hydroxide (0.5 ml) and the mixture was stirred at room temperature for 18 hours, at which time the starting material was still remained. The mixture was warmed to 50° C. and stirred for 3 hours, at which time the reaction was complete. After cooling to room temperature, the mixture was quenched by the addition of 1N hydrochloric acid (0.5 ml) and diluted with ethyl acetate (10 ml). The mixture was with water (10 ml×2) and brine (10 ml), and dried over magnesium sulfate. Filtration followed by evaporation gave 4′[3-[(tert-butoxycarbonyl)-[(2R)-2-hydroxy-2-phenylethyl]amino]propyl]-3-(cyclohexyloxy)-4-biphenylcarboxylic acid (141 mg) as a pale yellow solid.

Provenance & Evidence