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    • 3. 发明公开
    • Method for producing optically active cyclopropanecarboxylic acid
    • Verfahren zur Herstellung optisch aktiverCyclopropancarbonsäure
    • EP0959139A1
    • 1999-11-24
    • EP99109557.1
    • 1999-05-12
    • Sumitomo Chemical Company, Limited
    • Fukita, YoshikazuIshii, TakeshiAsako, Hiroyuki
    • C12P41/00C12P7/40
    • C12P7/40C12P41/005
    • 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 C 1 -C 4 alkyl group) an esterase capable of acting on and asymmetrically hydrolyzing the ester corresponding to (1R)-trans-2,2-dimethyl-3-(substituted vinyl)cyclopropan-1-carboxylic acid and leaving the remaining esters of the diastereomers unreacted so that said esters can be resolved from (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.
    • 本发明的目的是提供一种可以制备可用作酸性成分的(1R) - 反式-2,2-二甲基-3-(取代的乙烯基)环丙烷-1-羧酸的方法 拟除虫菊酯在工业上有利的方式。 该目的通过制备(1R) - 反式-2,2-二甲基-3-(取代的乙烯基)环丙烷-1-羧酸的方法来实现,该方法包括与2,2-二甲基-3-(取代的乙烯基)环丙烷 由以下通式表示的1-羧酸酯:其中X是氢原子或氯原子,当X是氢原子时,Y是甲基,而Y是甲基或氟原子,当 X为氯原子,R为C1-C4烷基)能够作用于对称(1R) - 反式-2,2-二甲基-3-(取代乙烯基)环丙烷-1 (1R) - 反式-2,2-二甲基-3-(取代的乙烯基)环丙烷-1-羧酸及其非对映异构体的酯分离; 并分离并回收(1R) - 反式-2,2-二甲基-3-(取代的乙烯基)环丙烷-1-羧酸。
    • 6. 发明公开
    • Esterase gene and its use
    • Esterase Gen和dessen Verwendung
    • EP0845534A2
    • 1998-06-03
    • EP97120960.6
    • 1997-11-28
    • Sumitomo Chemical Company, Limited
    • Ishii, TakeshiMitsuda, Satoshi
    • C12N15/55C12N9/18C12P41/00C12P7/38C12N1/21
    • C12P7/38C12N9/18C12P41/004
    • Described is a gene coding for an esterase capable of causing asymmetric hydrolysis of an organic carboxylic acid ester of a cyclopentenolone of formula I:
      wherein R 1 is hydrogen or methyl, and R 2 is C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 1 -C 4 haloalkyl, a C 5 -C 9 aliphatic hydrocarbon moiety which may be optionally protected on the terminal hydroxyl group thereof, or a C 5 -C 9 fatty acid residue which may be optionally protected on the terminal carboxyl group thereof, to produce the cyclopentenolone of formula I in (R)-form, an esterase encoded by said gene as well as methods for its production and its use for the industrially favorable production of optically active cyclopentenolones of formula I which serve as the intermediates of drugs, agricultural chemicals, insecticides or other active products.
    • 描述了编码能够引起式I的环戊烯醇酮的有机羧酸酯的不对称水解的酯酶:其中R1是氢或甲基,R2是C1-C10烷基,C2-C10链烯基,C2 -C 10炔基,C 1 -C 4卤代烷基,可以任选地保护在其末端羟基上的C 5 -C 9脂族烃部分或可以任选地保护在其末端羧基上的C5-C9脂肪酸残基,以产生 (R)形式的式I的环戊烯醇酮,由所述基因编码的酯酶以及其制备方法及其在工业上有利地生产作为药物中间体的式I的光学活性环戊烯酮的用途,农药 ,杀虫剂或其他活性物质。