Preparation method of L-alanyl-L-glutamine
A technology of glutamine and alanyl, applied in the direction of peptides, etc., can solve the problems of harsh reaction conditions, many reaction raw materials, complex reactions, etc., and achieve the effects of low reaction conditions, reduced production costs, and simple operation
Active Publication Date: 2013-12-11
JINAN CHENGHUI SHUANGDA CHEM
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Problems solved by technology
This method involves more reaction raw materials and complex reactions; the reaction temperature is -18°C, and nitrogen protection is required, and the reaction conditions are harsh
Method used
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Embodiment Construction
[0024] A kind of preparation method of L-alanyl-L-glutamine of the present invention comprises the following steps:
[0025] ①Put monohydric alcohol into the reaction kettle, then add L-glutamic acid into the reaction kettle, the molar ratio of L-glutamic acid and monohydric alcohol is 1:10-18.5, cool to 0-5℃, add strong acid as catalyst Carry out the esterification reaction at a temperature of 20°C until the L-glutamic acid reaction is completed by liquid phase detection; cool down to 0-5°C, add triethylamine dropwise to pH=7-8, and keep warm at 0°C after the dropwise addition 1-2 hours, filter, wash the filter cake with monohydric alcohol, and dry at 50°C after washing to obtain a white solid;
[0026] ②Add ethyl acetate and the white solid obtained in step ① to another reaction kettle, then add a strong base and a weak acid salt to adjust the pH to 8-9, and then add dropwise D-ɑ in the same molar amount as L-glutamic acid - Chloropropionyl chloride, drop strong base and w...
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The invention discloses a preparation method of L-alanyl-L-glutamine. The method comprises the following steps of: adding monohydric alcohol into a reaction kettle; adding L-glutamic acid into the reaction kettle; cooling to 0-5 DEG C; adding strong acid serving as a catalyst to carry out esterification to obtain a white solid; adding ethyl acetate and the solid into another reaction kettle; dropwise adding D-alpha-chloropropionylchloride with the same molar weight as the L-glutamic acid, and dropwise adding strong-alkali weak-acid salt to obtain an oily matter; and adding the oily matter into the stronger ammonia water of the oily matter to obtain the L-alanyl-L-glutamine. In the invention, the reaction raw material L-glutamic acid is easily available and cheap, thus the production cost is effectively lowered, the popularization and application are facilitated, and large-scale production can be realized; the yield of each step is greater than 90%, and the total yield is greater than 80%, thus the yield is relatively high; a few types of reaction raw materials are adopted, thus the operation is simple, and the production is facilitated; and the method disclosed by the invention also has the advantages that: the reaction temperature is 0-5 DEG C, a protective gas is not needed, the requirements for the reaction conditions are low, etc.
Description
technical field [0001] The invention relates to a preparation method of dipeptide, in particular to a preparation method of L-alanyl-L-glutamine. Background technique [0002] L-alanyl-L-glutamine, as a glutamine donor, is used for parenteral nutrition, provides glutamine for patients receiving parenteral nutrition, and supplements amino acid solutions. In the existing method for preparing L-alanyl-L-glutamine, glutamine is used as a raw material, and it is prepared by condensation with D-2-halopropionic acid, acidification and ammonolysis. The raw material glutamine used in this method is expensive and the production cost is high; the yield is 60-80%, which is relatively low and is not suitable for industrial production. Another preparation method is: react isobutyl chloroformate with N-formyl L-alanine under nitrogen and low temperature, then add N-methylmorpholine and L-glutamine dropwise, and obtain product. This method involves many reaction raw materials, and the re...
Claims
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IPC IPC(8): C07K5/062C07K1/14
Inventor 于东海胡俊峰杨彦军赵会清
Owner JINAN CHENGHUI SHUANGDA CHEM