Process for the preparation of optically active 3-chloro-1-pheny

Details Process for the preparation of optically active 3-chloro-1-pheny Process for the preparation of optically active 3-chloro-1-pheny

1994-04-25

1995-10-10

Knode, Marian C.

Chemistry: molecular biology and microbiology

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

Resolution of optical isomers or purification of organic...

435822, 435917, 435921, 435933, 435939, C12P 4100

Patent

active

054570522

ABSTRACT:
An enantiomeric mixture of a 3-chloro-1-(substituted) phenyl-1-propyl ester of a saturated or unsaturated aliphatic acid is treated with an enzyme which can asymmetrically hydrolyze the mixture, for example, a lipase originating in a microorganism of the genus Pseudomonas, Aspergillus, Candida or Chromobacterium to form a mixture of an optically active 3-chloro-1-(substituted) phenyl-1-propanol with an optically active 3-chloro-1-(substituted) phenyl-1-propyl ester of a saturated or unsaturated aliphatic acid, and the optically active 3-chloro-1-(substituted) phenyl-1-propanol or a derivative thereof and the optically active 3-chloro-1-(substituted) phenyl-1-propyl ester of a saturated or unsaturated aliphatic acid or a derivative thereof are each separately recovered from the mixture. The process allows simple and easy preparation of the above optically active compounds having a high optical purity, thus being extremely industrially advantageous.

REFERENCES:
patent: 4868344 (1989-09-01), Brown
patent: 4963492 (1990-10-01), Keller et al.
Okumara et al, Biochim et Biophys Acta 575:156-65 (1979).
Hills et al, Biochim et Biophys Acta 1042:237-40 (1990).
Fuelliner et al, Oppor. Biotransform [PAP Conf] 186-94 (1990).
Baratti et al, Proc. World Conf Emerging Technol. Fats Oils Ind. Am Oil Chem Soc 355-8 (1985).
Langrand et al, Tetrahedron Letts 27:29-32 (1986).
K. Laumen et al. J. Chem. Soc., Chem. Commun., (1988) pp. 598-600.

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