Process for preparing optically active glycerol derivatives

Details Process for preparing optically active glycerol derivatives Process for preparing optically active glycerol derivatives

1986-01-27

1989-09-05

Warren, Charles F.

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

Preparing sulfur-containing organic compound

435280, C12P 1100, C12P 4100

Patent

active

048638595

ABSTRACT:
A process for preparing optically active glycerol derivatives by a biochemical resolution which comprises (i) subjecting an ester having the general formula [(R,S)-I]: ##STR1## wherein X is a halogen atom, R is an aliphatic hydrocarbon group of C.sub.1 to C.sub.8 and R' is an aromatic hydrocarbon group or an aliphatic hydrocarbon group of C.sub.1 to C.sub.2, to the action of enzymes derived from either microorganisms or animal organs, wherein said enzymes have a stereo selective esterase activity to asymmetrically hydrolyze the ester having the general formula [(R,S)-I] to give a mixture of an optically active alcohol having the general formula (II)*: ##STR2## wherein X and R' are as above and an optically active ester having the general formula (I)*: ##STR3## wherein X, R and R' are as above, and (ii) obtaining the optically active alcohol having the general formula (II)* and the optically active ester having the general formula (I)* by separating operations.
In accordance with the present invention, there can be provided a process for preparing optically active glycerol derivatives, wherein the optically active ester having the general formula (I)* and the optically active alcohol having the general formula (II)* can be easily obtained.

REFERENCES:
patent: 4408063 (1983-10-01), Baldwin et al.
patent: 4745066 (1988-05-01), Hamaguchi et al.
Hamaguchi et al, Lipase-Catalyzed Stereoselective Hydrolysis of 2-Acyloxy-3-Chlorpropyl P-Toluenesulfonate, Agric. Biol. Chem. 50(2), 375-380, 1986.
Iriuchijima et al, Asymmetric Hydrolysis of (.+-.)1,2-Diacetoxy-3-Chloropropane and Its Related Compounds with Lipase, Synthesis of Optically Pure (S)-Propranolol, Agric. Biol. Chem., 46(5), 1153-1157, 1982.
European Search Report for EP 86 10 1018 and Annex thereto.
Agric. Biol. Chem., vol. 46 (5), 1153 to 1157; (6), 1593 to 1597 (1982).

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