Method for production of .alpha.-L-aspartyl-L phenylalanine meth

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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C07C22934

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active

053712692

ABSTRACT:
The methyl ester of .alpha.-L-aspartyl-L-phenylalanine may be obtained in high yields directly from a reaction solution which contains N-protected- or unprotected-.alpha.-L-aspartyl-D-phenylalanine (or its methyl ester derivative), and .alpha.-L-aspartyl-L-phenylalanine methyl ester by selective crystallization of the .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride from an aqueous solution containing N-protected- or unprotected-L-aspartyl-L-phenylalanine and/or its methyl ester derivative and N-protected- or unprotected-L-aspartyl-D-phenylalanine and/or its methyl ester derivative, hydrochloric acid, and methanol, with or without stirring.

REFERENCES:
patent: 4684745 (1987-08-01), Takemoto et al.
patent: 4803300 (1989-02-01), Hijiya et al.
Chemical abstracts, vol. 87, No. 17, Oct. 24, 1977, Masahiko Fujino, et al., "Aspartyl Dipeptide Esters", p. 800, AN 136 391g.
Chemical Abstracts, vol. 79, No. 11, Sep. 17, 1973, Yasuo Ariyoshi, et al., "Synthesis Of A Sweet Peptide, Alpha-L-Aspartyl-L-Phenylalanine Methyl Easter, Without The Use Of Protecting Groups", p. 484, AN 66 803b.
Chemical Abstracts, vol. 85, No. 1, Jul. 5, 1976, Noboru Uchiyama, et al., "Alpha-L-Aspartyl-L-Phenylalanine Lower Alkyl Esters", p. 492, AN 6056Z.
Chemical Abstracts, vol. 113, No. 15, Oct. 8, 1990, Yutaka Shiokawa, et al., "Manufacture Of Granular Alpha-L-Aspartyl-L-Phenylalanine Alkyl Esters As Sweeteners", p. 535, AN 130 927v.

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