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Method for preparing L-selenomethionine

A technology for selenomethionine and methionine, which is applied in the field of preparation of L-selenomethionine, can solve the problems of long synthesis route, unfavorable cost control of L-selenomethionine, and high purchase cost, achieves low cost, is beneficial to labor protection and Environment, preparation of simple effects

Pending Publication Date: 2020-02-07
河北凡博医药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] (1) Homoserine lactone salts or derivatives are required as starting materials, and the synthetic route is long;
[0011] (2) The purchase cost of homoserine lactone salts or derivatives is high, which is not conducive to the cost control of L-selenomethionine

Method used

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preparation example Construction

[0021] The invention provides a method for preparing L-selenomethionine. Through research, it is found that the dimethyl sulfide group after the reaction of L-methionine and methyl iodide is easy to leave under alkaline conditions. The heating reaction generates an intermediate, and the intermediate reacts with sodium selenomethoxide to obtain the final product L-selenomethionine, forming a more concise synthesis route of L-selenomethionine.

[0022] The synthetic route of the inventive method is: .

[0023] The method of the present invention comprises two steps of step A and step B.

[0024] Step A: Reaction of L-methionine and methyl iodide in water to obtain an intermediate, wherein the reaction temperature is 0-60° C., and the reaction time is 3-10 hours.

[0025] The molar ratio of L-methionine to methyl iodide is 1:1-1.5.

[0026] During the specific operation of this step, suspend L-methionine in water, add iodomethane dropwise at room temperature after dissolving,...

Embodiment 1

[0028] Suspend 298g of methionine (2mol) in 800ml of water, dissolve and add 340.8g (2mol) of methyl iodide dropwise at room temperature, heat to 40°C for 4 hours, a large amount of white solid precipitates, filter, and wash the filter cake with water to obtain 570.36g of white product , yield 98%, purity 99.3%.

[0029] Step B, the intermediate reacts with sodium selenomethoxide in an alcoholic solvent. After the reaction, glacial acetic acid is quenched to adjust the pH value of the reaction system to 5-6. After filtering and drying, L-selenomethionine is obtained. Among them, alcohol The quasi-solvent is methanol, ethanol or isopropanol, the reaction temperature is 0-50°C (preferably 30-50°C), and the reaction time is 4-10 hours.

[0030] The ratio of the intermediate to the sodium selenium methoxide in molar ratio is 1:0.8~4, preferably 1:0.9~2.

[0031] The specific operation process is as follows: under the protection of nitrogen, the intermediate is added to the alcoho...

Embodiment 2

[0035] Under the protection of nitrogen, the intermediate (16g, 55.2mmol) was added to absolute ethanol (350ml), and a methanol solution of sodium selenium methoxide (25.74g, 0.22mol) was added dropwise at 40-45°C. After the addition was completed, 40-45 °C for 6 hours. After the reaction was complete, lower the system to 20-25°C, add glacial acetic acid (15g) dropwise, adjust the pH to 5-6, filter, and dry to obtain 16.9g of white solid, yield 78%, HPLC purity 99.3%.

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Abstract

The invention discloses a method for preparing L-selenomethionine and belongs to the field of additives. The method comprises the following steps: A. subjecting L-methionine and iodomethane to a reaction in water, so as to obtain an intermediate; and B. subjecting the intermediate and selenium sodium methoxide to a reaction in an alcoholic solvent, carrying out quenching with glacial acetic acid after the reaction ends up, adjusting a pH value of a reaction system to 5 to 6, and carrying out filtering and baking, thereby obtaining the L-selenomethionine. The method has the beneficial technicaleffects that the intermediate is simpler in preparation and lower in cost; the preparation operation of the intermediate is simpler; and employed raw materials and reagents are commercially available, a reaction process is free of production of fetid and hypertoxic byproduct, and thus, the method is more beneficial to labor protection and environments.

Description

technical field [0001] The invention belongs to the field of additives, and in particular relates to a preparation method of L-selenomethionine. Background technique [0002] L-selenomethionine is an organic selenium compound in which selenium exists in plants and feed grains in an organic form in nature. Compared with inorganic selenium, selenomethionine has the advantages of less toxicity, less environmental pollution, and high bioavailability[Environment Research, 2005, 98(1): 46-54]. At present, many European and American countries have vigorously advocated the use of organic selenium. For example, Sweden requires the use of organic selenium in suckling pig feed; Japan has stipulated that the use of inorganic selenium in feed is prohibited. Selenomethionine is stable in nature and has remarkable efficacy [Current Protein and Peptide Science, 2014, 15(6): 598-607]. It has high practical value and broad prospects for promotion and application. [0003] At present, the pr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C391/00C07C381/12
CPCC07C381/12C07C391/00
Inventor 刘育王天峰李明江刘子博李仕恒
Owner 河北凡博医药科技有限公司
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