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Enzymatic synthesis method for fenpyroxim

A technology of enzymatic synthesis of cyhalofop-ethyl, which is applied in the field of enzyme-catalyzed synthetic herbicide cyhalofop-ethyl, herbicide enzymatic synthesis, can solve the problems of shortening the synthesis process, optical purity and total yield decline, etc. Achieve the effects of shortening the synthesis process, no by-product formation, and preventing ester hydrolysis

Inactive Publication Date: 2013-01-23
安徽安生生物化工科技有限责任公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In order to overcome the deficiencies in the prior art, the invention provides a method for enzymatically synthesizing cyhalofop-methyl, the method of the invention solves the problems of optical purity and total The problem of yield decline shortens the synthesis process; at the same time reduces environmental pollution and realizes green production

Method used

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  • Enzymatic synthesis method for fenpyroxim
  • Enzymatic synthesis method for fenpyroxim
  • Enzymatic synthesis method for fenpyroxim

Examples

Experimental program
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Effect test

Embodiment 1

[0030] Add 0.494g (1.5mmol) ethyl (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propionate, 1mL n-butanol, 9mL Acetonitrile and 500 U of Novozym 435 were reacted for 8 hours at a temperature of 60° C., a shaking speed of 200 rpm, and normal pressure, and the product was obtained by column separation. Reversed-phase high-performance liquid chromatography was adopted under the following detection conditions: a Symmetry C18 column (5 μm, 4.6 mm i.d. × 150 mm), with V (methanol): V (water) = 80: 20 as the mobile phase, and a flow rate of 1.0 mL / min, the ultraviolet detection wavelength is 282nm, the column temperature is 30°C, and the injection volume is 20μL, and the detection and analysis are carried out; the analysis shows that the product yield reaches 93.4%, and no by-products are formed. It was confirmed by infrared spectrum and nuclear magnetic resonance that the product was cyhalofop-ethyl.

Embodiment 2

[0032] Add 0.494g (1.5mmol) ethyl (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propionate, 9mL n-butanol, 1mL Acetonitrile and 100 U of Novozym 435 were reacted for 8 hours at a temperature of 40°C, a shaking speed of 200 rpm, and normal pressure, and cyhalofop was obtained by column separation with a product yield of 78.1%.

Embodiment 3

[0034] Add 0.494g (1.5mmol) ethyl (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propionate, 10mL n-butanol and 500U of Novozym 435 was reacted for 12 hours at a temperature of 60°C, an oscillation speed of 200 rpm, and normal pressure, and cyhalofop was obtained by column separation, and the yield of the product reached 81.2%.

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Abstract

The invention discloses an enzymatic synthesis method for fenpyroxim. The method comprises the following steps of: adding a substrate 1((R)-2-[4-(4-cyan-2-fluorobenzene oxygroup)phenoxy]ethyl propionate), a substrate 2-butanol or 2-butyl ester and a reaction medium into a reactor; adding 100 to 5,000 U of lipase or protease into each gram of (R)-2-[4-(4-cyan-2-fluorobenzene oxygroup)phenoxy]ethylpropionate serving as a raw material; performing an enzymatic ester exchange reaction under a certain condition; and separating after the reaction is finished to obtain the fenpyroxim. The method hasthe advantages of mild reaction condition, environment friendliness, high product yield and high optical purity.

Description

technical field [0001] The invention relates to an enzymatic synthesis method of a herbicide, which belongs to the field of biochemical technology, and in particular to a method for introducing an enzyme-catalyzed synthesis of the herbicide cyhalofop-ethyl. Background technique [0002] Cyhalofop-ethyl is a special herbicide for paddy fields first developed by Dow AgroSciences Company in 1987 and introduced to the market in 1992. It is the only aromatic phenoxycarboxylate herbicide against A novel herbicide for rice with high safety and environmental friendliness, chemical name: (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]butyl propionate. [0003] Cyhalofop-ethyl is a herbicide with internal and external conduction, which is absorbed by the leaves and leaf sheaths of plants, conducted by the phloem, and rapidly degraded into cyanhalofoxalic acid (ACID), which accumulates in the meristem area of ​​plants and inhibits acetyl-CoA Carboxylase stops the synthesis of fatty acids, ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P13/00
CPCY02P20/54
Inventor 姚日生朱根林王淮邓胜松胡华佳张遥
Owner 安徽安生生物化工科技有限责任公司
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