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Process for preparing glycyl gtutamine

A technology of glycyl glutamine and benzyloxycarbonyl glycyl glutamine, which is applied to the preparation methods of peptides, chemical instruments and methods, dipeptides, etc., can solve the problem of high cost of glutamic acid-γ-methyl ester , The problem of the difficulty of complete ammonolysis of intermediates and the long post-processing cycle, to achieve the effects of low cost, cheap raw materials and short routes

Inactive Publication Date: 2004-09-29
四川三高生化股份有限公司
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AI Technical Summary

Problems solved by technology

The shortcoming of this method one is that route is longer, and the intermediate ammonolysis of preparation is difficult to thoroughly, and aftertreatment period is long; The 2nd, preparation glutamic acid-γ-methyl ester cost height; Heavy process pollution

Method used

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Experimental program
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Effect test

Embodiment Construction

[0007] ①Add 500L of ethyl acetate (AcOEt) to the reaction kettle, add 63Kg of benzyloxycarbonylglycine (N-Z-Gly) and 43Kg of N-hydroxysuccinimide (HOSu), stir and dissolve, cool to 20°C, add bicyclic The solution that hexylcarbodiimide (DCC) 80Kg and 250L ethyl acetate (AcOEt) is made into, control reaction temperature at 20-30 ℃, reaction time 20 hours, obtain the activated ester N-containing dicyclohexylurea (DCU) The solution of benzyloxycarbonylglycine-N-hydroxysuccinimide ester was suction filtered to remove the generated dicyclohexylurea (DCU) solid to obtain an activated ester solution for later use.

[0008] ② Add water 325Kg, L-glutamine (L-Gln) 48Kg, 500Kg 6% Na in the reaction kettle 2 Cool the CO3 solution to an internal temperature of 10-15°C, add the activated ester solution obtained in the step dropwise under vigorous stirring, and complete the addition in 2-3 hours, then stir and react at 25-35°C for 12 hours. The reaction solution was allowed to stand, and th...

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Abstract

The present invention belongs to the field of medicine chemical technology. The preparation process of glycyl glutamine includes: dissolving carbobenzoxy Gly and N-maloylimine in organic solvent, adding solution of dicyclohexylcarbodiimide to obtain activated N-carbobenzoxy Gly-N-maloylimine solution, reacting the activated ester solution with glutamine under alkali condition to obtain carbobenzoxy glycyl glutamine; hydrogenolyzing the obtained carbobenzoxy glycyl glutamine in mixed water-alcohol solvent and under the catalysis of Pd catalyst, and re-crystallization to obtain glycyl glutamine product. The advantages includes short path, simple technological process, strong operability, low cost and less environmental pollution.

Description

technical field [0001] The invention relates to a preparation method of glycyl glutamine. It belongs to the technical field of medicine and chemical industry. Background technique [0002] The synthetic method of preparing glycylglutamine (Gly-Gln) that is more commonly used at present is to adopt chloroacetyl chloride and glutamic acid-γ-methyl ester to react to generate chloroacetylglutamic acid-γ-methyl ester, and then ammonia Decomposition produces glycyl-glutamine (Gly-Gln) (see: R. Yoshida et al., JP 63051399). The shortcoming of this method one is that route is longer, and the intermediate ammonolysis of preparation is difficult to thoroughly, and aftertreatment period is long; The 2nd, preparation glutamic acid-γ-methyl ester cost height; Process pollution is heavy. Contents of the invention [0003] The purpose of the present invention is to overcome the above-mentioned shortcoming of prior art, provide a kind of preparation method of glycylglutamine with short...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K1/02C07K5/06
Inventor 刘林张国林杨一刚付健古四刚肖斌王佰国王志忠张晓斌赵平张伦
Owner 四川三高生化股份有限公司
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