Process for producing R(-)-mandelic acid or a derivative thereof

Details Process for producing R(-)-mandelic acid or a derivative thereof Process for producing R(-)-mandelic acid or a derivative thereof

1992-06-25

1994-03-22

Robinson, Douglas W.

Chemistry: molecular biology and microbiology

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

Resolution of optical isomers or purification of organic...

435146, 435822, C12P 4100, C12P 742

Patent

active

052963730

ABSTRACT:
A process for treating R,S-mandelonitrile or a derivative thereof or a mixture of benzaldehyde or a derivative thereof, and; hydrogen cyanide, with a microorganism belonging to the genus Rhodococcus sp. HT29-7 (FERM BP-3857) in an almost neutral or basic aqueous medium to thereby directly produce a predominant amount of R(-)-mandelic acid or a derivative thereof, whereby the racemic R,S-mandelonitrile or a derivative thereof or benzaldehyde or a derivative thereof and hydrogen cyanide can be directly converted into R(-)-mandelic acid or a derivative thereof at a ratio of about 80 to 100% and at an optical purity of almost 100%.sub.ee without performing any optical resolution.

REFERENCES:
patent: 4859784 (1989-08-01), Effenberger et al.
patent: 5008192 (1991-04-01), Neidermeyer et al.
Kakeya H et al., Agric Biol. Chem. 55:1877-81 (1991).
ATCC Catalog of Bacteria & Bacteriophages pp. 184-188 (1989).
Mori et al., "Synthesis of Optically Active Alkynyl . . . Acetates", Tetrahedron, vol. 36, pp. 91-96 (1980).
Evans et al., "Asymmetric Oxygenation of Chiral . . . Acid Synthons", J. Am. Chem. Soc., vol. 107, pp. 4346-4348 (1985).
Yamazaki et al., "Enzymatic Synthesis of Optically . . . and Use", Agric. Biol. Chem., vol. 50, pp. 2621-2631 (1986).

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