Process for the optical resolution of racemic mixtures of...

Details Process for the optical resolution of racemic mixtures of... Process for the optical resolution of racemic mixtures of...

C - Chemistry, Metallurgy

07

C

260/531.1, 260/5

C07C 59/66 (2006.01) C07C 51/06 (2006.01)

Patent

CA 1226296

A NEW PROCESS FOR THE OPTICAL RESOLUTION OF RACEMIC MIXTURES OF ?-NAPHTHYL-PROPIONIC ACIDS Abstract of the disclosure A new process for the optical resolution of racemic mixtures of ?-naphthyl-propionic acids of formula Image This process comprises reacting a racemic mixture of a compound of formula Image II with an optically active substance of formula R4-NH2 (III), said substance being a .beta.-aminoalcohol, thus forming a pair of diastereo- isomeric amides which are resolved into the single diastereoisomers by fractional crystallization. The obtained single diastereoisomeric amide is then hydrolyzed to give the desired optically active ?-naphthyl- -propionic acid of forlllula Image VI d or l In the above compound Image and VI, R1 is (C1-6)alkyl, R2 stands for hydrogen, halogen, mercapto, (C1-6)alkylthio, phenylthio, benzylthio, (C1-6)alkylsulfonyl, benzenesulfonyl, benzenesulfonyl substituted by halogen or (C1-4)alkyl, R3 is a reactive group and R4 is the residue of a primary or secondary alcohol.

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