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L-ornithine-L-aspartate preparation method

A technology of aspartic acid and ornithine salt, which is applied in the preparation of organic compounds, chemical instruments and methods, and cyanide reaction preparation, etc., can solve the problem of difficult to realize industrialized production, difficult to produce raw medicine preparations, unfavorable industrialized production, etc. problem, to achieve the effect of good product quality, less output of three wastes, and low cost

Active Publication Date: 2013-02-13
BEIJING SIHUAN PHARMA +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The shortcoming of this method is: product yield is low (about 50%), and needs to consume a large amount of resin, and needs to consume a large amount of water in the resin regeneration process, and generates a large amount of acid water to be treated and handles difficulty, is difficult to realize suitability for industrialized production
This method has the defects that the product purity is not high, the single impurity exceeds 0.1%, it is difficult to carry out preparation production as a bulk drug, and its starting material price is relatively high (700 yuan / kg), which is unfavorable for industrialized production and other defects

Method used

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  • L-ornithine-L-aspartate preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Example 1 Preparation of L-aspartic acid-L-ornithine salt

[0032] The preparation method of L-aspartic acid-L-ornithine salt, comprises the following steps:

[0033] 1. At 20~25℃, add 31.40g (0.1mol) L-ornithine-α-ketoglutarate (containing two molecules of crystal water) into 100ml water, stir to dissolve; add 40.00g (0.3mol) ) L-aspartic acid, add triethylamine, adjust pH7.0~8.0;

[0034] 2. Add 1.57g activated carbon, heat up to 50-55°C, keep warm for 1 hour, and filter with heat;

[0035] 3. Under stirring, drop the filtrate into 300ml of absolute ethanol, crystallize, filter and dry to obtain 23.50g of L-aspartic acid-L-ornithine salt, the yield is 94.6%, and the melting point is 210.4-210.7°C .

[0036] 1 HNMR: 3.75(1H,m), 3.64(1H,t), 2.9(2H,t), 2.66(1H,m), 2.53(1H,m), 1.78(2H,m), 1.64(1H,m) , 1.58 (1H, m).

[0037] Content: 100.17% ROI: 0.02% [α] D 20 =+28.20°

Embodiment 2

[0038] Example 2 Preparation of L-aspartic acid-L-ornithine salt

[0039] 1. At 20~25℃, add 45.60g (0.1mol) L-ornithine citrate to 140ml of water, stir to dissolve; add 40.00g (0.3mol) L-aspartic acid, pass ammonia gas , adjust pH7.0~8.0;

[0040] 2. Add 2.30g activated carbon, heat up to 50-55°C, keep warm for 0.5 hours, and filter with heat;

[0041] 3. The filtrate was dropped into 420ml of absolute ethanol under stirring, crystallized, filtered and dried to obtain 25.35g of L-aspartic acid-L-ornithine salt, the yield was 95.6%, and the melting point was 208.8-210.9°C .

[0042] Content: 100.74% ROI: 0.03% [α] D 20 =+28.13°

Embodiment 3

[0043] Example 3 Preparation of L-aspartic acid-L-ornithine salt

[0044] 1. At 20~25℃, add 40.00g (0.1mol) L-ornithine malate to 120ml water, stir to dissolve; add 40.00g (0.3mol) L-aspartic acid, add sodium ethoxide, Adjust pH7.0~8.0;

[0045] 2. Add 2.00g activated carbon, heat up to 50-55°C, keep warm for 0.5 hours, and filter with heat;

[0046] 3. The filtrate was dropped into 360ml of absolute ethanol under stirring, and the product was separated, filtered, and dried to obtain 24.53g of L-aspartic acid-L-ornithine salt, the yield was 92.5%, and the melting point was 210.5-211.10 ° C .

[0047] Content: 100.69%; ROI: 0.02%; [α] D 20 =+28.07°

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Abstract

The invention relates to an L-ornithine-L-aspartate preparation method. The preparation method comprises the following steps: dissolving anyone or a mixture of L-ornithine-alpha-ketoglutarate, L-ornithine citrate and L-ornithine malate in water, adding L-aspartic acid, adjusting the pH value of the obtained solution to 7.0-8.0, adding active carbon for decoloring, filtering, adding a proper amount of an organic solvent miscible with water to the obtained filtrate, carrying out stirring crystallization, filtering, and drying. The L-ornithine-L-aspartate preparation method has the advantages of high yield, good product quality (high content, low impurity contents and the like), low cost and the like.

Description

technical field [0001] The invention belongs to the technical field of compound preparation, in particular to a preparation method of L-aspartic acid-L-ornithine salt. Background technique [0002] L-ornithine-L-aspartate, the chemical name is (S)-2,5-diaminovaleric acid-(S)-2-aminosuccinate, the molecular formula is C 9 H 19 N 3 O 6 , the molecular weight is 265.26, and the structural formula is: [0003] [0004] L-ornithine-L-aspartate is mainly used for the treatment of elevated blood ammonia caused by hepatic encephalopathy and acute and chronic liver diseases (such as various types of hepatitis, cirrhosis, fatty liver, and post-hepatitis syndrome). If it is accompanied by or secondary to the impairment of liver detoxification or hepatic encephalopathy during the attack, it is especially suitable for the treatment of confusion in the early stage of hepatic coma or in the stage of hepatic coma. [0005] In the existing preparation methods of L-ornithine-L-asparta...

Claims

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Application Information

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IPC IPC(8): C07C229/26C07C229/24C07C227/18
Inventor 车冯升冯谦霍彩霞牛玉乐屈英薇黄晓霞
Owner BEIJING SIHUAN PHARMA
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