Process for producing D(-)mandelic acid

Details Process for producing D(-)mandelic acid Process for producing D(-)mandelic acid

1982-02-16

1984-12-18

Killos, Paul J.

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

Organic compounds

Carboxylic acids and salts thereof

560157, 560163, 560164, 435280, C07C 5950

Patent

active

044892080

ABSTRACT:
This invention relates to a process for the preparation of D(-) mandelic acid by the acid hydrolysis of the corresponding carbamate in an aqueous environment at a temperature of between 40.degree. and 100.degree. C. and at a pH of between 1 and 3.5.
The invention also relates to a process for the enzymatic hydrolysis of racemic 5-substituted 2,4-oxazolidinediones to give only one of the two possible optical isomers, i.e., the D-carbamyl-.alpha.-hydroxy acid. The free D-.alpha.-hydroxy acid can be obtained from the optically active carbamyl derivative by simple hydrolysis. Of particular interest is the case in which the D-.alpha.-hydroxy acid is D(-)mandelic acid. The enzymatic activity required for preparing the carbamyl derivative of D(-)mandelic acid has been found both in homogenised veal liver and in a series of microorganisms, including Agrobacterium radiobacter, Bacillus brevis, Bacillus stearothermophilus, Pseudomonas sp., Pseudomonas desmolytica, Pseudomonas fluorescens, Pseudomonas putida.

REFERENCES:
patent: 3280135 (1966-10-01), Fincbeiner

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