PRODUCTION OF OPTICALLY ACTIVE CYCLOPENTENOLONE COMPOUND

    公开(公告)号:JPS601151A

    公开(公告)日:1985-01-07

    申请号:JP10997983

    申请日:1983-06-17

    Abstract: PURPOSE:To obtain the titled compound having the absolute configuration opposite to that of the starting optically active sulfonic acid ester, by hydrolyzing a mixture of said optically active ester and an optically active carboxylic acid having opposite absolute configuration to the sulfonic acid ester, under acidic condition. CONSTITUTION:A mixture of (A) an optically active sulfonic acid ester of formula I (* is asymmetric carbon; R1 is H or lower alkyl; R2 is lower alkyl, lower alkenyl, etc.; X is lower alkyl, etc. which may be substituted with halogen) and (B) an optically active carboxylic acid ester of formula II (R3 is lower alkyl) having opposite absolute configuration to the sulfonic acid ester, is hydrolyzed under acidic condition to obtain the objective optically active compound of formula III having opposite absolute configuration to the compound of formula I . The objective optically active isomer can be produced in high yield and purity without using any separation treatment, by the hydrolysis under acidic condition.

    PREPARATION OF OPTICALLY ACTIVE ESTER

    公开(公告)号:JPS59219261A

    公开(公告)日:1984-12-10

    申请号:JP9447183

    申请日:1983-05-27

    Abstract: PURPOSE:To obtain the titled compound useful as an insecticidal component, in high yield, without lowering the optical purity, by acylating an optically active alcohol prepared by a specific reaction process, with a carboxylic acid halide, etc. in the presence of an acid acceptor. CONSTITUTION:The ester of formula I [A is H or (halogen-substituted) 1-18 deg.C alkyl, 2-18C alkenyl, 2-18C alkynyl, 1-8C alkoxy, etc.] is made to react with an esterase produced by microorganisms capable of effecting asymmetric hydrolysis (e.g. microorganisms belonging to Arthrobacter genus), and the obtained optically active alcohol of formula II (* is asymmetric carbon atom) is made to react with the acid halide or anhydride of the carboxylic acid of formula III [R is group of formula IV (R1 is H or methyl; when R1 is H, R2 is 2, 2-dihalovinyl, etc.), etc.] in the presence of an acid acceptor (e.g. pyridine) to obtain the objective optically active ester of formula V.

    BIOCHEMICAL OPTICAL RESOLUTION OF CYCLOPENTENOLONE DERIVATIVE

    公开(公告)号:JPS58138386A

    公开(公告)日:1983-08-17

    申请号:JP1912582

    申请日:1982-02-08

    Abstract: PURPOSE:Esterase is made to act on a mixture of cyclopentenolone derivative and organic carboxylic acid and the resultant optically active ester is fractionated to give the optically active isomer of the titled derivative in high efficiency. CONSTITUTION:Esterase originating from a microorganism such as lipase from a Pseudomonas or pancreatin from animal's pancreas, is made to act on a mixture of a cyclopentenolone derivative of the formula (R is 2-propenyl, 2- propinyl) with an organic saturated or unsaturated carboxylic acid such as caprylic acid. Then, the optically active organic carboxylic ester of the cyclopentenolone derivative as the reaction product and the unreacted compound of the formula are separated and the optically active ester is deacylated to give the optically active cyclopentenolone derivative of the formula.

    IMMOBILIZED LACTASE AND ITS PREPARATION

    公开(公告)号:JPS56140890A

    公开(公告)日:1981-11-04

    申请号:JP4504480

    申请日:1980-04-04

    Abstract: PURPOSE:To obtain a water-insoluble immobilized lactase having high polysaccharide-decomposing capability and high stability, by immobilizing lactase originated from Aspergillus oryzae to a macroporous phenol-formaldehyde-type anion exchange resin. CONSTITUTION:Lactase originated from Aspergillus oryzae is adsorbed in an aqueous solution of pH4.0-6.5 to a carrier consisting of a macroporous phenol-formaldehyde-type anion exchange resin having a specific surface area of >=5m /g, a micropore volume of >=0.2cc/g (100-2,000Angstrom in pore diameter), and an anion exchange capacity (based on amino group, substituted amino group, or their mixture) of >=1meg/g. The adsorbed lactase is immobilized by treating with an aqueous solution of glutaraldehyde at pH3.5-7.0. After the immobilization reaction, the immobilized lactase is thoroughly washed with a high-salt-content buffer solution and water to remove completely the lactase molecules which are easily releasable owing to in complete bonding.

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