Nagase Co., Ltd.

Other

Shunji Kamiyama

Jun Matsumoto

Masafumi Moriwaki

Hiroyuki Nohira

Keisuke Matsuyama

Shigeya Saijo

Yasuo Chikusa

Koutaro Ohtsuka

Taizo Fujimoto

Kohichi Maruo

Kazutoshi Toyoda

Kazuto Yoshida

The present invention provides a method for producing optically active flurbiprofen. The method of the present invention includes mixing racemic flurbiprofen and (S)- or (R)-3-methyl-2-phenylbutylamine in an organic solvent to produce a diastereomeric salt; and treating the diastereomeric salt with an acid in a second solvent. In the method of the present invention, flurbiprofen having a desired absolute configuration can be obtained very efficiently without repeating the procedure for optical resolution a plurality of times.

Process for producing optically active flurbiprofen

A method for producing an optically active 1-(4-t-butylphenyl)-5-oxo-3-pyrrolidine carboxylic acid and/or an enantiomeric ester thereof which includes treating an ester of (&plusmn;)-1-(4-t-butylphenyl)-5-oxo-3-pyrrolidine carboxylic acid with an esterase derived from 042-24 (FERM BP-5872).

Method for producing optically active 1-(4-t-butylphenyl)-5-oxo-3-pyrrolidine carboxylic acid and/or an enantiomeric ester thereof

Provided is a process for separating (S)- or (R)-2-(3-benzoylphenyl)propionic acid from a mixture of (S)- and (R)-2-(3-benzoylphenyl)propionic acid, which comprises (1) reacting the mixture of (S)- and (R)-2-(3-benzoylphenyl)propionic acid with (S)- or (R)-3-methyl-2-phenylbutylamine in a suitable solvent to form a diastereomer salt of (S)-2-(3-benzoylphenyl)propionic acid with (S)-3-methyl-2-phenylbutylamine or a diastereomer salt of (R)-2-(3-benzoylphenyl)propionic acid with (R)-3-methyl-2-phenylbutylamine; (2) separating the diastereomer salt from the reaction mixture; and (3) liberating the separated diastereomer salt to give (S)- or (R)-2-(3-benzoylphenyl)propionic acid. According to the present process, it is possible to obtain optically active (S)- or (R)-2-(3-benzoylphenyl)propionic acid having 99% or more of high optical purity in a high yield. Thus, the present process is a practical and efficient process which can simplify purification steps and can be applied for an industrial production process.

Process for optically resolving 2-(3-benzoylphenyl) propionic acid

Growing community of inventors

Kobe, Japan

Shunji Kamiyama