Process for the optical resolution of (+)-2-hydroxy-4-phenylbutanoic acid
AssigneeKuraray Co., Ltd.
InventorsHiroyuki Nohira, Shinichi Yoshida
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Abstract
A process for the optical resolution of (.+-.)-2-hydroxy-4-phenylbutanoic acid which comprises treating (.+-.)-2-hydroxy-4-phenylbutanoic acid with an optically active 1-(p-tolyl)ethylamine or an optically active N-(2-hydroxy)ethyl-.alpha.-methylbenzylamine as a resolving agent is provided by the present invention. According to the invention, (-)-2-hydroxy-4-phenylbutanoic acid, which is useful as a starting substance for the synthesis of angiotensin converting enzyme-inhibiting pharmaceuticals, can especially be obtained in a highly pure state and in a high yield.
Claims7
A process for the optical resolution of (.+-.)-2-hydroxy-4-phenylbutanoic acid which comprises treating (-.+-.)-2-hydroxy-4-phenylbutanoic acid with an optically active 1-(p-tolyl)ethylamine or an optically active N-(2-hydroxy)ethyl-.alpha.-methylbenzylamine as a resolving agent.
A process for the optical resolution of (.+-.)-2-hydroxy-4-phenylbutanoic acid which comprises cooling a solution of (-.+-.)-2-hydroxy-4-phenylbutanoic acid and an optically active 1-(p-tolyl)ethylamine or ar optically active N-(2-hydroxy)ethyl-.alpha.-methylbenzylamine as a resolving solvent in a solvent to deposit one of the resulting diastereomer salts, separating the deposited diastereomer salt and treating the salt with an acid to produce (+)- or (-)-2-2-hydroxy-4-phenylbutanoic acid.
(+)-1-(p-tolyl)ethylamine salt of (-)-2-hydroxy-4-phenylbutanoic acid.
(-)-N-(2-hydroxy)ethyl-.alpha.-methylbenzylamine salt of (-)-2-hydroxy-4-phenylbutanoic acid.
Dependencies are inferred from the claim text.