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Method for preparing L-ornithine-L aspartate

A technology of aspartate and aspartic acid is applied in the field of medicine and chemical industry, which can solve the problems of low yield, poor quality of finished products, large amount of three wastes, etc., and achieves good reproducibility, good product quality and production cost. reduced effect

Active Publication Date: 2010-08-11
福安药业集团重庆博圣制药有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The invention mainly solves the problems of large amount of three wastes, low yield, and poor quality of finished products in the existing L-ornithine-L-aspartate production process, especially by adopting a non-ion exchange resin column method to remove Inorganic salts in the product to obtain high-quality L-ornithine-L-aspartate

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Add 30g of L-ornithine acetate to 60ml of distilled water, stir to dissolve, add 17.6g of L-aspartic acid, add ammonia to adjust the pH to 7.0, heat to 60°C, the reaction solution is clear, add activated carbon 1.5g, keep the above temperature, stir and decolorize for half an hour, then filter while hot to remove the activated carbon.

[0029] Heat the filtrate obtained above to 74°C, stir and add 270ml methanol dropwise at this temperature, keep the temperature at reflux for 0.5 hours after addition, cool down and filter with suction, wash with methanol aqueous solution (volume ratio 5:1) 40ml×3, 40ml×2 methanol Washing, vacuum drying at 80°C for 2 hours to obtain 32.4 g of finished product. Product yield is 92.2%, content is 98.7%, ROI is 0.02%, specific rotation [α] D 20 +26.8°. 1 HNMR: 1.8 (2H, m), 1.9 (2H, m), 2.67 (1H, m), 2.8 (1H, d), 3.0 (2H, t), 3.8 (1H, t), 3.9 (1H, t) .

Embodiment 2

[0031] Add 30g of L-ornithine acetate to 50ml of distilled water, stir to dissolve, add 16.1g of L-aspartic acid, add ammonia to adjust the pH to 7.0, heat to 65°C, the reaction solution is clear, add activated carbon 1.5g, keep the above temperature, stir and decolorize for half an hour, then filter while hot to remove the activated carbon.

[0032] Add 160ml of ethanol dropwise to the obtained filtrate, heat to 72°C and reflux for 1 hour, then cool to room temperature naturally, filter with suction, wash with ethanol aqueous solution (volume ratio 3:1) 40ml×3, 40ml×2 ethanol Washing, vacuum drying at 80°C for 3 hours to obtain 29.3 g of finished product. Product yield is 91%, content is 98.8%, ROI is 0.03%, specific rotation [α] D 20 +26.4°.

Embodiment 3

[0034] Add 30g of L-ornithine acetate to 60ml of distilled water, stir to dissolve, add 17.6g of L-aspartic acid, pass in ammonia gas to adjust the pH of the solution to about 7.8, heat to 45°C, the reaction solution To clarify, add 1.5g of activated carbon, keep the above temperature for half an hour, stir and decolorize, and then filter while hot to remove the activated carbon.

[0035] Under stirring at room temperature, 120ml of methanol was added dropwise to the above filtrate, heated to 72°C and refluxed for 1 hour, cooled and filtered with suction, washed with methanol aqueous solution (volume ratio 5:1) 40ml×3, 40ml×2 methanol washed, and dried at 80°C under vacuum 33.4 g of finished product was obtained in 2 hours. Product yield is 95.0%, content is 99.1%, ROI is 0.02%, specific rotation [α] D 20 +26.5°.

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PUM

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Abstract

The invention discloses a method for preparing L-ornithine-L aspartate, which has the characteristics of taking L-ornithine acetate as a raw material and reacting the L-ornithine acetate with L-aspartate in water. The method particularly comprises the following steps of: dissolving the L-ornithine acetate in the water; adding the L-aspartate into the solution; regulating a pH value of the solution to be between 6 and 9 with ammonia; adding activated carbon for de-coloring and filtering; adding a reasonable amount of ethanol or methanol into a filtrate for stirring and crystallizing; and filtering and drying the filtrate to obtain the finished product. The method has the advantages of overcoming the defects existing in the prior art by using the property that ammonium acetate is easy to dissolve in the aqueous solution of alcohol, and also has the advantages of high yield, moderate reaction conditions, simple operation, stable product quality and the like.

Description

Technical field [0001] The invention relates to medicine and chemical technology, and more specifically to a method for preparing L-ornithine-L-aspartate salt. Background technique [0002] L-ornithine-L-aspartate is a drug for the treatment of hepatic encephalopathy and other chronic liver diseases. It is mainly used for acute and chronic liver diseases (such as various types of hepatitis, cirrhosis, fatty liver, and post-hepatitis syndrome). ) Caused by elevated blood ammonia and treatment of hepatic encephalopathy, such as concomitant or secondary to liver detoxification function impairment or hepatic encephalopathy in the onset of hepatic encephalopathy, especially suitable for the treatment of early hepatic coma or confusion in the hepatic coma. [0003] The chemical synthesis of L-ornithine-L-aspartate has been reported in the following several methods: [0004] The German patent DE4020980 of Degussa, Germany uses arginase to convert arginine into ornithine, and then reacts wi...

Claims

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Application Information

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IPC IPC(8): C07C229/26C07C229/24C07C227/16
Inventor 李子清李佩杰陈小勇徐霞付飞匡昆久
Owner 福安药业集团重庆博圣制药有限公司
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