Method of preparing .alpha.-l-aspartyl-l-phenylalaline...

Details Method of preparing .alpha.-l-aspartyl-l-phenylalaline... Method of preparing .alpha.-l-aspartyl-l-phenylalaline...

C - Chemistry, Metallurgy

07

K

C07K 5/075 (2006.01) C07K 1/14 (2006.01)

Patent

CA 2069352

.alpha.-L-Aspartyl-L-phenylalanine methyl ester hydrochloride is prepared by extracting N-formyl-.alpha.-L-aspartyl-L- phenylalanine methyl ester from a reaction mixture containing same in an organic solvent, with water at a temperature of from 40°C to 80°C, and allowing the resulting mixture to separate into an aqueous layer and an organic layer, the aqueous layer containing the N-formyl-.alpha.-L-aspartyl-L- phenylalanine methyl ester. The aqueous layer is isolated and the N-formyl-a-L-aspartyl-L-phenylalanine methyl ester contained therein is deformylated at a temperature of from 40°C to 80°C. .alpha.-L-Aspartyl-L-phenylalanine methyl ester is thereafter crystallized out in the form of its hydro-chloride salt. The method of the invention does not necessitate the isolation of an intermediate by solid-liquid separation during the course of preparing the .alpha.-L-aspartyl-L- phenylalanine methyl ester hydrochloride.

Préparation de chlorhydrate d'ester méthylique d'alpha-L-aspartyl-L-phénylalanine par extraction d'ester méthylique de N-formyl-alpha-L-aspartyl-L-phénylalanine avec de l'eau à une température de 40 à 80 degrés C à partir d'un mélange réactionnel renfermant ce composé dans un solvant organique, puis en laissant le mélange résultant se séparer en une couche aqueuse et une couche organique; la première renferme l'ester méthylique de N-formyl-alpha-L-aspartyl-L-phénylalanine. On isole la couche aqueuse, et l'ester méthylique de N-formyl-alpha-L-aspartyl-L-phénylalanine qu'elle renferme est déformylé à 40-80 degrés C. L'ester méthylique d'alpha-L-aspartyl-L-phénylalanine est ensuite séparé par cristallisation sous forme de son chlorhydrate. Dans la méthode de la présente invention, il n'est pas nécessaire d'isoler un intermédiaire par séparation solide-liquide pendant la préparation du chlorhydrate de l'ester méthylique d'alpha-L-aspartyl-L- phénylalanine.

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