Prepn process of glycylglutamine

A technology for glycylglutamine and glutamine, which is applied in the field of preparation of glycylglutamine, can solve the problems of unsuitability for industrial production, high technical requirements, and many reaction steps, and achieve improved yield and reaction Simple, reduced build-time effects

Inactive Publication Date: 2006-03-01
崔焕兴
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Described method is: earlier benzyloxycarbonyl glycine (N-Z-Gly) and N-hydroxysuccinimide (HOSu) are dissolved in organic solvent, then add the solution of dicyclohexylcarbodiimide (DCC), The obtained activated ester N-benzyloxycarbonylglyceride solution is reacted with glutamine under alkaline conditions to obtain benzyloxycarbonylglycylglutamine; then a mixture of water and alcohol is used as a solven...

Method used

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Examples

Experimental program
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Effect test

Embodiment 1

[0017] 1. Preparation of L-glutamine-γ-methyl ester hydrochloride:

[0018] 1) Take 100 grams of L-glutamic acid, 500 milliliters of methanol, and 100 milliliters of thionyl chloride, and proceed as follows:

[0019] 2) Put L-glutamic acid and methanol in a 800 ml three-necked flask and stir evenly with a constant pressure stirrer, place an external salt ice bath, when the internal temperature drops to -10°C, add thionyl chloride dropwise, the temperature Keep it below 5°C. After the dropwise addition, continue to stir and react for about 30 minutes;

[0020] 3) After the reaction is over, pour it into a 1000 ml beaker, add 1000 ml of anhydrous ether, L-glutamine-γ-methyl ester hydrochloride precipitates, leave it for a while, filter, wash twice with anhydrous ether, put Bake in an oven at 40°C for about 3 hours, then vacuum-dry with built-in phosphorus pentoxide, and vacuum-dry overnight to obtain L-glutamine-γ-methyl ester hydrochloride (melting point 158-162°C).

[0021] ...

Embodiment 2

[0028] 1. Preparation of L-glutamine-γ-methyl ester hydrochloride:

[0029] 1) Take 200 grams of L-glutamic acid, 1000 milliliters of methanol, and 200 milliliters of thionyl chloride, and proceed as follows:

[0030] 2) Put L-glutamic acid and methanol in a 1500 ml three-neck flask and stir evenly with a constant pressure stirrer, place an external salt ice bath, when the internal temperature drops to -10°C, add thionyl chloride dropwise, the temperature Keep it below 5°C. After the dropwise addition, continue to stir and react for about 30 minutes;

[0031] 3) After the reaction is over, pour it into a 3000 ml beaker, add 2000 ml of anhydrous ether, L-glutamine-γ-methyl ester hydrochloride precipitates, leave it for a while, filter, wash twice with anhydrous ether, put Bake in an oven at 45°C for about 3 hours, then vacuum-dry with built-in phosphorus pentoxide, and vacuum-dry overnight to obtain L-glutamine-γ-methyl ester hydrochloride (melting point 158-162°C.

[0032] 2...

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Abstract

The preparation process of glycylglutamine includes preparing L-glutamine-gamma-methyl ester hydrochloride with L-glutamic acid, the subsequent preparing chloroacetyl glutamine-gamma-methyl ester hydrochloride with L-glutamine-gamma-methyl ester hydrochloride, and final aminolyzing chloroacetyl glutamine-gamma-methyl ester hydrochloride and purifying to obtain glycylglutamine. The preparation process utilizes chemical material chloroacetyl chloride directly, and has simple reaction, short period, high product yield and low production cost. The purified product has molting point higher than 204 deg.c, and content of 99-100 %.

Description

technical field [0001] The invention relates to a preparation method of glycyl glutamine. Background technique [0002] Glutamine is an important amino acid for rapidly proliferating cells to synthesize purines, pyrimidines, and nucleotides. Such as AIDS, low immunity) and other diseases have good therapeutic effects, and are also conditionally essential amino acids for the human body under specific catabolic conditions. Although there is an oral glutamine preparation, it cannot meet the needs of the patient's body for glutamine due to its low glutamyl content or poor absorption in patients with gastrointestinal dysfunction. Therefore, there is a clinical need for intravenous glutamine preparations. However, due to poor water solubility of glutamine and its chemical instability in aqueous solution, thermal disinfection and long-term storage, it is easily degraded into ammonia and pyroglutamic acid during heating, which limits its application as an intravenous nutrition pre...

Claims

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Application Information

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IPC IPC(8): C07K5/06
Inventor 崔焕兴
Owner 崔焕兴
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