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Method for preparing L-glufosinate-ammonium

A technology of glufosinate-ammonium and methylphosphine dichloride, applied in the field of preparation of L-glufosinate-ammonium, can solve the problems of difficult separation, low yield, poor substrate tolerance, etc., and achieve easy-to-obtain raw materials and simple steps , cost controllable effect

Active Publication Date: 2020-09-15
LIER CHEM CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chemical synthesis of L-glufosinate-ammonium mainly includes chiral auxiliary agent induction method, racemate resolution method and asymmetric synthesis method, etc., but these methods face complex synthetic routes, low yield or / and chiral resolution reagents Expensive problem, it is difficult to achieve its efficient industrial production, or it is difficult to achieve greater industrial application value
Biological synthesis of L-glufosinate-ammonium mainly includes protease method, amino acid dehydrogenase method and transaminase method, etc. These methods often have defects such as low product optical purity, difficult separation or / and poor substrate tolerance, and their industrial application value relatively low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] (1) Synthesis of compound 2

[0041]

[0042] In a nitrogen atmosphere, add 27.1g of compound (1) (90% ee value), 38.1g of triethylamine and 100mL of trimethylbenzene into a three-necked flask, drop down to -20°C, add 10g of methylphosphine dichloride dropwise, and keep - The reaction was stirred at 20°C, and the reaction solution was monitored by Ms. After the raw materials were completely reacted, trimethylbenzene and triethylamine were distilled off under reduced pressure to obtain 28.1 g of crude product compound (2). The molar yield based on compound (1) was 90%. The crude product compound (2) was directly used in the next step without further purification.

[0043] (2) Synthesis of compound 3

[0044]

[0045] Under a nitrogen atmosphere, compound (2) was dissolved in trimethylbenzene (120 mL), and 1.2 g of granular iodine was added. The temperature was raised to 150° C., and the reaction was stirred until the raw materials were completely reacted. Trimet...

Embodiment 2

[0052]According to the method of Example 1, the base type, solvent type and reaction temperature in step (1) were changed, and the results are shown in Table 1 below.

[0053] The molar yield in the table is the molar yield of compound (2) based on compound (1).

[0054] Table 1

[0055]

Embodiment 3

[0057] According to the method of Example 1, the catalyst type, solvent type and reaction temperature in step (2) were changed, and the results are shown in Table 2 below.

[0058] The molar yield in the table is the molar yield of compound (3) based on compound (2).

[0059] Table 2

[0060]

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Abstract

The invention relates to a method for preparing L-glufosinate-ammonium. Compared with an existing method, the method of the invention is a new chemical synthesis route, is simple in steps, easily available in raw materials and controllable in cost, can obtain the L-glufosinate-ammonium product with the high ee value without chiral catalysis, and has potential industrial application value.

Description

technical field [0001] The invention relates to a method for preparing L-glufosinate-ammonium. Background technique [0002] Glufosinate-ammonium is a broad-spectrum organophosphate contact herbicide successfully developed by Hearst in the 1980s. Glufosinate-ammonium is a glutamine synthesis inhibitor, and its systemic effect is not strong. Glyphosate kills roots differently. Glufosinate-ammonium kills leaves first, and then conducts transpiration in plant xylem through plant transpiration. Its quick-acting performance is between paraquat and glyphosate, and it is a non-selective contact herbicide. Glufosinate-ammonium includes L-glufosinate-ammonium and racemic DL-type glufosinate-ammonium, wherein the herbicidal activity of L-glufosinate-ammonium is twice that of racemic DL-type glufosinate-ammonium. Glufosinate-ammonium preparations currently on the market are generally racemic DL-type glufosinate-ammonium. If glufosinate-ammonium products can be used in the form of pure...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/30A01P13/00
CPCC07F9/301
Inventor 刘永江周磊曾伟刘俊强左翔程柯
Owner LIER CHEM CO LTD
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