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Green preparation method of phthalyl-L-alanyl-L-glutamine

A technology of phthaloyl and glutamine, which is applied in the field of medicine, can solve the problems of high price, complicated operation, and low yield, and achieve the effect of low cost, green cost, and reduced investment

Active Publication Date: 2014-07-23
安徽鑫科生物环保有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method is complex in operation and low in yield, and its raw material is an optical halogenated amino acid reagent, which is expensive and difficult to expand industrial production.

Method used

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  • Green preparation method of phthalyl-L-alanyl-L-glutamine

Examples

Experimental program
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Effect test

Embodiment 1

[0035] Take 14g of caustic soda and 40g of soda ash and add it to 500mL of water, and add 50g of L-glutamine, stir to dissolve, and cool the resulting reaction solution to -7°C to form a solution. Phthaloyl-L-alanyl chloride was rapidly added dropwise at a rate of 2.5 g / s, and the temperature of the reaction solution was controlled between 9 and 10°C during the process. After the dropwise addition, the reaction was stirred for 60 minutes. Then slowly add 36% concentrated hydrochloric acid solution to the solution, adjust the pH to 4, stir for 9 minutes, and precipitate a large amount of white crystals. Continue to add 0.2 mol / L dilute hydrochloric acid solution dropwise to the reaction solution, adjust the pH to 1.5, and completely precipitate the product, and stir for 5 minutes. The solid was filtered and dried to obtain 116.9 grams of product phthalyl-L-alanyl-L-glutamine, with a yield of 98.9%. According to high performance liquid chromatography (HPLC), its phthalyl- The ...

Embodiment 2

[0037] Take 14g of caustic soda and 40g of soda ash and add it into 500mL of water, and add 50g of L-glutamine, stir to dissolve, and cool the resulting reaction solution to -8°C to form a solution. Phthaloyl-L-alanyl chloride was rapidly added dropwise at a rate of 2.8 g / s, during which the temperature of the reaction solution was controlled between 9 and 10°C. After the dropwise addition, the reaction was stirred for 60 minutes. Then slowly add 36% hydrochloric acid solution to the solution, adjust the pH to 4, stir for 9 minutes, and a large amount of white solids are precipitated. Continue to dropwise add 0.2 mol / L hydrochloric acid solution to the reaction solution, adjust the pH to 1.5, and completely precipitate the product, and stir for 5 minutes. The solid was filtered and dried to obtain 116.4 g of the product phthaloyl-L-alanyl-L-glutamine, with a yield of 98.5% and an HPLC purity of 99.2%.

Embodiment 3

[0039] Take 14g of caustic soda and 40g of soda ash and add it to 500mL of water, and add 50g of L-glutamine, stir to dissolve, and cool the resulting reaction solution to -7°C to form a solution. Phthaloyl-L-alanyl chloride was rapidly added dropwise at a rate of 2.5 g / s, and the temperature of the reaction solution was controlled between 9 and 10°C during the process. After the dropwise addition, the reaction was stirred for 60 minutes. Then slowly add 36% hydrochloric acid solution to the solution, adjust the pH to 4, stir for 9 minutes, and a large amount of white solids are precipitated. Continue to add 0.2 mol / L hydrochloric acid solution dropwise to the reaction solution, adjust the pH to 2, and completely precipitate the product, and stir for 5 minutes. The solid was filtered and dried to obtain 116.0 g of the product phthaloyl-L-alanyl-L-glutamine, with a yield of 98.2% and an HPLC purity of 99.4%.

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Abstract

The invention discloses a green preparation method of phthalyl-L-alanyl-L-glutamine, which comprises the following steps: reacting raw materials phthalyl-L-alanylchlorine and L-glutamine in an inorganic alkali water solution, acidifying twice, crystallizing, filtering and drying to obtain the product. The preparation method has the advantages of accessible raw materials, high product yield and high product purity, is simple to operate, avoids using toxic and harmful organic solvents, effectively lowers the emissions of waste water, waste liquid and waste gas in industrial production, and reduces the environmental pollution. The high-purity phthalyl-L-alanyl-L-glutamine prepared by the method provides a reliable raw material for further synthesizing ultrahigh-purity alanyl glutamine, thereby effectively lowering the clinical side effect of the alanyl glutamine preparation.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a preparation method of phthaloyl-L-alanyl-L-glutamine. Background technique [0002] Alanyl glutamine is also known as N-(2)-L-alanyl-L-glutamine (formula 1), molecular formula C 8 h 15 N 3 o 4 , molecular weight 217.22. [0003] [0004] Alanyl glutamine is an important component of parenteral nutrition drugs, which can effectively enhance the patient's cellular immune function and reduce the risk of infection in patients. Therefore, it is widely used in the treatment of intestinal insufficiency, severe infection, burns, immunodeficiency syndrome, etc. Alanylglutamine can be decomposed into glutamine and alanine in the human body, so Professor Peter proposed a concept of dipeptide, that is, alanylglutamine is formed through alanine and glutamine to form alanylglutamine dipeptide, and the prepared preparation is used as glutamine A donor of aminoamide, whic...

Claims

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Application Information

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IPC IPC(8): C07K5/078C07K1/02
Inventor 孔凯明王维郑贝贝
Owner 安徽鑫科生物环保有限公司
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