Lithium Hydroxide → HCID 54241244, compound

Participants

Reaction Steps

((2R)-2-((tert.-butoxycarbonyl)methylamino)-3-phenylpropoxy)acetic acid ethyl ester (0.60 g, 1.71 mmol) was dissolved in dioxane (5 ml). A solution of lithium hydroxide (0.05 g, 2.20 mmol) in water (2 ml) was added. The solution was stirred at room temp. for 56 h. Ethyl acetate (10 ml) and water (2 ml) were added. The phases were separated. The aqueous phase was extracted with ethyl acetate (10 ml). The combined organic layers were extracted with 1N sodium hydroxide solution (20 ml). The combined aqueous phases were acidified with a 1M sodium hydrogensulfate solution (pH=2) and extracted with ethyl acetate (2×20 ml). These ethyl acetate layers were combined and dried over magnesium sulfate. The solvent was removed in vacuo to give 0.38 g of crude ((2R)-2-((tert-butoxycarbonyl)methylamino)-3-phenylpropoxy)acetic acid, that was used for the following steps.

Provenance & Evidence