Method of preparing .alpha.-L-aspartyl-L-phenylalanine methyl es

Chemistry of carbon compounds – Dipeptides – e.g. – aspartame – anserine – carnosine – etc. – Aspartylphenylalanone esters and cyclohexylalanine esters

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C07K 506

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046068546

ABSTRACT:
A method for preparing .alpha.-L-aspartyl-L-phenylalanine methyl ester and its hydrochloride which comprises dissolving .alpha.-L-aspartyl-L-phenylalanine dimethyl ester in a mixture of 0-10% (v/v) methanol, 8-55% (v/v) of concentrated hydrochloric acid, and water (remainder) to a concentration of 0.01 mol/dl to 0.30 mol/dl; holding the resulting solution at one or more temperatures between 0.degree. and 60.degree. C. for a time sufficient for crystals of .alpha.-L-aspartyl-L-phenylalanine methyl ester hydrochloride to precipitate out, and isolating the crystals. The hydrochloride may then be treated with alkali to yield .alpha.-L-aspartyl-L-phenylalanine methyl ester.

REFERENCES:
patent: 3798207 (1974-03-01), Ariyoshi et al.
patent: 4111925 (1978-09-01), Bachman
patent: 4173562 (1979-11-01), Bachmann et al.
Solomons, Organic Chemistry, John Wiley and Sons, N.Y., 1978, pp. 756-759.
Battershy et al., J. Chem. Soc., 1955, 259-269.
Chemical Abstracts, vol. 99, No. 1, Jul. 4th, 1983, Columbus, Ohio, USA; p. 412, column 1, Abstract No. 4364p & CS-A-210 016 (F. Jancik et al.) 15-07-1982 (Cat. A).

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