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Preparation method of ornithine aspartate

A technology of ornithine aspartate and ornithine, which is applied in the field of preparation of ornithine aspartate, can solve the problems of unsuitability for large-scale industrial production, harsh desalination of electrodialyzers, and large amount of organic solvents , to achieve the effect of low cost, stable process and high purity

Inactive Publication Date: 2017-12-29
福建金山生物制药股份有限公司
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Problems solved by technology

The disadvantage of this method is that the desalination of the electrodialyzer is harsh, and the cathodic electrolysis process produces flammable and explosive hydrogen, which is not suitable for large-scale industrial production.
The disadvantage of this method is that it needs to concentrate and remove water after the reaction, which requires high requirements for factory equipment, especially the decompression pump and other equipment. At the same time, the artificially increased ammonia water in the crystallization process will introduce too much ammonium salt into the product.
This method consumes a large amount of organic solvent, and the cost is relatively high; and the ammonium acetate generated after the reaction is difficult to remove, which will inevitably be brought into the crystallization product and affect the purity of the product.

Method used

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  • Preparation method of ornithine aspartate
  • Preparation method of ornithine aspartate
  • Preparation method of ornithine aspartate

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preparation example Construction

[0023] A preparation method for ornithine aspartate, comprising the following steps,

[0024] Step 1: Step 1: L-ornithine hydrochloride is mixed with water to dissolve, then added to the activated cation exchange resin for adsorption, and then the cation exchange resin (adsorbed with L-ornithine Amino acid hydrochloride cation exchange resin) to the eluent containing no chloride ions, then eluting with ammonia water to obtain the eluent;

[0025] Step 2: Concentrating the eluate obtained in Step 1 under reduced pressure to remove ammonia to obtain free L-ornithine feed liquid;

[0026] Step 3: The free L-ornithine feed solution in step 2 is mixed with L-aspartic acid for reaction to obtain an aqueous solution of ornithine aspartic acid, and then the aqueous solution of ornithine aspartic acid is heated to 40-80°C, add the first organic solvent and keep it warm for 1 hour, then cool and crystallize, and filter to obtain the crude product of aspartic acid ornithine, wherein the...

Embodiment 1

[0047] Step 1: Dissolve 100g of L-ornithine hydrochloride in 1000g of water, after being adsorbed by 10kg of activated SK1B cation exchange resin, wash the SK1B cation exchange resin with water until the eluent does not contain chloride ions, and then wash with 5.0% ammonia water Remove, collect the eluent with pH ≥ 9, stop collecting when the concentration of the eluent in the HPLC control is 15 mg / mL, and obtain the eluent;

[0048] Step 2: Concentrate the eluent from step 1 under reduced pressure at 50°C to remove ammonia until the mass concentration of free ammonia in the eluent is 0.1%, to obtain a free L-ornithine feed solution with a concentration of 175 mg / mL;

[0049] Step 3: At room temperature, slowly add L-aspartic acid (2.5 to 2.6 g / min) in batches to the free L-ornithine feed solution in step 2 for mixing, and adjust the pH of the solution to 6.5 until After the reaction is completed (about 30 minutes from the addition of L-aspartic acid, the reaction is judged t...

Embodiment 2

[0057] Step 1: Dissolve 100g of L-ornithine hydrochloride in 1000g of water, after being adsorbed by 10kg of activated SK1B cation exchange resin, wash the SK1B cation exchange resin with water until the eluent does not contain chloride ions, and then wash with 5.0% ammonia water Remove, collect the eluent with pH ≥ 9, stop collecting when the concentration of the eluent in the HPLC control is 15 mg / mL, and obtain the eluent;

[0058] Step 2: Concentrate the eluent from step 1 under reduced pressure at 50°C to remove ammonia until the mass concentration of free ammonia in the eluent is 0.2%, to obtain a free L-ornithine feed solution with a concentration of 164 mg / mL;

[0059] Step 3: At room temperature, slowly add L-aspartic acid in batches to the free L-ornithine feed solution in step 2 for mixing, and adjust the pH value of the solution to 6.9, until the reaction is complete, heat up to 70°C , then slowly add 1018g of methanol and keep it warm for 1h, then slowly cool to 2...

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Abstract

The invention provides a preparation method of ornithine aspartate. The method is characterized in that L-ornithine monohydrochloride is used as the raw material, cation exchange resin is utilized, and a free L-ornithine aqueous solution is obtained through absorption, eluting and ammonia removal; the L-ornithine aqueous solution and L-asparaginic acid are subjected to reaction, crystallization and refining, and ornithine aspartate is obtained after drying. The preparation method is simple in reaction conditions, low in cost, and suitable for industrial production; the prepared ornithine aspartate is high in purity, and high in yield.

Description

technical field [0001] The invention relates to the technical field of medicine and chemical industry, in particular to a preparation method of ornithine-aspartate. Background technique [0002] Aspartic acid ornithine is a salt formed by the chemical reaction of L-aspartic acid and L-ornithine, the chemical name is (S)-2,5-diaminopentanoic acid-(S)-2-amino Succinate, molecular formula C 9 h 19 N 3 o 6 , the molecular weight is 265.27, and the structural formula is: [0003] [0004] Ornithine aspartate is a drug for treating liver diseases, especially suitable for the relief of central nervous system symptoms caused by liver diseases and the rescue of hepatic coma. [0005] At present, the preparation method of ornithine-aspartate mainly contains the following methods: [0006] The patents DE4020980, EP0464325A3 and EP0464325B1 of the company of Germany Degussa use arginase to convert L-arginine into L-ornithine, and then react with L-aspartic acid to obtain ornith...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C227/18C07C227/40C07C229/26C07C229/24
CPCC07C227/18C07C227/40C07C229/24C07C229/26
Inventor 王章跃沙其强
Owner 福建金山生物制药股份有限公司
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