Process for the preparation of .alpha.-L-aspartyl-L-phenylalanin

Details Process for the preparation of .alpha.-L-aspartyl-L-phenylalanin Process for the preparation of .alpha.-L-aspartyl-L-phenylalanin

1985-10-31

1987-06-30

Foelak, Morton

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560 41, 562445, 426548, 530801, C07C10200, C07C10352

Patent

active

046772200

ABSTRACT:
A regioselective process for the preparation of .alpha.-L-aspartyl-L-phenylalanine methyl ester is disclosed. A controlled aqueous coupling reaction between .beta.-methyl-L-aspartate-N-carboxyanhydride and L-phenylalanine produces the aspartyl methyl ester of .alpha.-L-aspartyl-L-phenylalanine which is subsequently hydrolyzed and selectively esterified without isolation. The hydrochloride salt of .alpha.-L-aspartyl-L-phenylalanine methyl ester, which is selectively precipitated from the esterification mixture, can be neutralized to .alpha.-L-aspartyl-L-phenylalanine methyl ester.

REFERENCES:
patent: 3798206 (1974-03-01), Uchiyama et al.
patent: 3798207 (1974-03-01), Ariyoshi et al.
patent: 3879372 (1975-04-01), Boesten
patent: 3920626 (1975-11-01), Ariyoshi et al.
patent: 3962207 (1976-06-01), Uchiyama et al.
patent: 4029701 (1977-06-01), Haas et al.
patent: 4173562 (1979-11-01), Bachman et al.

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