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AssigneeSumitomo Chemical Company, Limited
InventorsYoshikazu Fukita, Takeshi Ishii, Hiroyuki Asako
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The objective of the present invention is to provide a method which makes it possible to produce (1R)-trans-2,2-dimethyl-3-(substituted vinyl)cyclopropane-1-carboxylic acid which is useful as the acid component of a pyrethroid ester in an industrially advantageous way. This objective is achieved by a method for producing (1R)-trans-2,2-dimethyl-3-(substituted vinyl)cyclopropane-1-carboxylic acid, comprising reacting with 2,2-dimethyl-3-(substituted vinyl)cyclopropane-1-carboxylic acid esters represented by the general formula: (wherein X is a hydrogen atom or a chlorine atom; Y is a methyl group when X is a hydrogen atom, whereas Y is a methyl group or a fluorine atom when X is a chlorine atom; and R is a C1-C4 alkyl group) an esterase capable of acting on and asymmetrically hydrolyzing said esters to (1R)-trans-2,2-dimethyl-3-(substituted vinyl)cyclopropane-1-carboxylic acid and esters of diastereomers thereof so that said esters are made resoluble into (1R)-trans-2,2-dimethyl-3-(substituted vinyl)cyclopropane-1-carboxylic acid and esters of diastereomers thereof; and isolating and recovering the (1R)-trans-2,2-dimethyl-3-(substituted vinyl)cyclopropane-1-carboxylic acid.
A method for producing (1R)-trans-2,2-dimethyl-3-(substituted vinyl)cyclopropane-1-carboxylic acid, comprising reacting 2,2-dimethyl-3-(substituted vinyl)cyclopropane-1-carboxylic acid esters represented by the general formula:
A method for producing (1R)-trans-2,2-dimethyl-3-(1-propenyl)cyclopropane-1-carboxylic acid, comprising reacting 2,2-dimethyl-3-(1-propenyl)cyclopropane-1-carboxylic acid esters represented by the general formula:
A method for producing (1R)-trans-2,2-dimethyl-3-(2-chloro-2-fluorovinyl)cyclopropane-1-carboxylic acid, comprising reacting 2,2-dimethyl-3-(2-chloro-2-fluorovinyl)cyclopropane-1-carboxylic acid esters represented by the general formula:
Dependencies are inferred from the claim text.