Process for obtaining active L-.alpha.-amino carboxylic acids fr

Details Process for obtaining active L-.alpha.-amino carboxylic acids fr Process for obtaining active L-.alpha.-amino carboxylic acids fr

1998-06-16

2000-09-05

Saucier, Sandra E.

Chemistry: molecular biology and microbiology

Process of utilizing an enzyme or micro-organism to destroy...

Resolution of optical isomers or purification of organic...

435106, 435108, C12P 4100, C12P 1304, C07C 100

Patent

active

061141631

ABSTRACT:
The disclosure relates to a process for obtaining optically active L-.alpha.-aminocarboxylic acids from the corresponding racemic D,L,.alpha.-aminocarboxylic acids. The following steps are involved: (a) the D,L,.alpha.-aminocarboxylic acids are acetylated; (b) the N-acetyl-L-.alpha.-aminocarboxylic acid present in the mixture of N-acetyl-D,L,.alpha.-aminocarboxylic acids thus obtained is broken down enzymatically into the L-.alpha.-aminocarboxylic acid; (c) the L-.alpha.-aminocarboxylic acid is separated from the mixture, a quantity of a solution of N-acetyl-D(L)-.alpha.-aminocarboxylic acids and a quantity of acetate equivalent to the L-.alpha.-aminocarboxylic acid being retained; and (d) the N-acetyl-D(L)-.alpha.-aminocarboxylic acid is racemized and recycled for enzymatic breakdown. Known extraction processes involving steps (a) to (d) have the disadvantage of producing large quantities of salt. Specifically, the processes are far removed from the ideal equation, according to which one hundred percent of the acetic anhydride and the D,L,.alpha.-aminocarboxylic acids are converted to L-.alpha.-aminocarboxylic acids and acetic acid. Adjusting the retained solution from step (c) in such a way as to obtain a solution consisting essentially of N-acetyl-D-(L)-.alpha.-aminocarboxylic acid salt and free acetic acid in equilibrium with acetate and free N-acetyl-D(L)-.alpha.-aminocarboxylic acid and from which acetic acid is extracted by distillation makes it surprisingly easy to feed the solution formed as "mother liquor" following separation of the L-.alpha.-aminocarboxylic acid in the circuit and to achieve a materials balance as close as possible to the ideal.

REFERENCES:
patent: 3841966 (1974-10-01), Asai et al.
patent: 4011263 (1977-03-01), Wagner et al.
patent: 4602096 (1986-07-01), Karrenbauer et al.

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