Method for preparing racemic selenium-methyl selenocysteine

A methylselenocysteine, racemization technology, applied in chemical instruments and methods, organic compounds/hydrides/coordination complex catalysts, organic chemistry, etc., can solve problems such as no reports

Active Publication Date: 2009-12-02
江西川奇药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Racemization is an important step in the interconversion process between L-type amino acids and D-type

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Add 0.3mol of selenium-methylselenocysteine, 400ml of 80% acetic acid aqueous solution, and 0.1mol of salicylaldehyde into a 1000ml three-necked flask equipped with a reflux condenser, heat up to 40°C, stir, and perform a racemization reaction. Optical rotation, until the optical rotation is 0, stop the reaction, evaporate the solvent under reduced pressure to obtain a solid, wash the solid with methanol, filter with suction, and dry under vacuum at room temperature to obtain 53 g of racemic selenium-methylselenocysteine, the yield 97.07%.

Embodiment 2

[0016] Add 0.3mol of selenium-methylselenocysteine, 400ml of 80% acetic acid aqueous solution, and 0.01mol of salicylaldehyde into a 1000ml three-necked flask equipped with a reflux condenser, heat up to 60°C, stir, and perform a racemization reaction. Optical rotation, until the optical rotation is 0, stop the reaction, evaporate the solvent to dryness under reduced pressure to obtain a solid, wash the solid with methanol, filter with suction, and dry under vacuum at room temperature to obtain 52 g of racemic selenium-methylselenocysteine, the yield 95.24%.

Embodiment 3

[0018] Add 0.3mol of selenium-methylselenocysteine, 400ml of 80% acetic acid aqueous solution, and 0.03mol of salicylaldehyde into a 1000ml three-necked flask equipped with a reflux condenser, heat up to 80°C, stir, and carry out a racemization reaction. Optical rotation, until the optical rotation is 0, stop the reaction, evaporate the solvent to dryness under reduced pressure to obtain a solid, wash the solid with methanol, filter with suction, and dry under vacuum at room temperature to obtain 52.4 g of racemic selenium-methylselenocysteine. The rate is 95.97%.

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PUM

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Abstract

The invention discloses a method for preparing racemic selenium-methyl selenocysteine by using aldehyde catalysis. The method comprises the following steps: dissolving selenium-methyl selenocysteine in glacial acetic acid or acetic acid water solution, adding an aldehyde catalyst into the water solution, heating and stirring the mixture to react, monitoring optical rotation, stopping the reaction after the racemization is finished, reducing the pressure and evaporating a solvent to obtain a solid, washing the solid by methanol, performing vacuum filtration on the washing solution, and drying the washing solution in vacuum at the normal temperature to obtain the racemic selenium-methyl selenocysteine. The method has the advantages of convenient operation and low cost, and is suitable for the industrialized production of the racemic selenium-methyl selenocysteine.

Description

technical field [0001] The invention relates to a method for preparing racemic selenium-methylselenocysteine. Background technique [0002] L-selenium-methylselenocysteine ​​is a natural selenium-containing amino acid that widely exists in plants such as garlic, onion, and broccoli, as well as selenium-enriched yeast. It is the 21st amino acid-selenocysteine derivative. It has the functions of anti-cancer, anti-oxidation, anti-aging, improving immunity, treating cardiovascular and cerebrovascular diseases, detoxifying heavy metals, preventing and treating Keshan disease, Kaschin-Beck disease, etc. It can be used as a stable, efficient and safe trace selenium Elemental supplements are widely used in medicine and nutrition and health care. [0003] Racemization is an important step in the interconversion process between L-type amino acids and D-type amino acids. At present, there is no report on the method for preparing racemized selenium-methylselenocysteine. Contents of ...

Claims

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Application Information

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IPC IPC(8): C07C391/00B01J31/02
Inventor 刘建群张小平尹家琪田绍勇
Owner 江西川奇药业有限公司
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