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Preparation method of L-norvaline

A technology of norvaline and hydrochloride, applied in the field of preparation of L-norvaline, can solve problems such as unfavorable industrialized production, long reaction steps, complicated post-processing, etc., and achieves easy industrial amplification, simple reaction, and high product quality. Purity-enhancing effect

Pending Publication Date: 2021-06-25
连云港杰瑞药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] Although there are many methods for synthesizing valine, in the disclosed technologies, there are generally problems such as relatively long reaction steps, relatively expensive raw materials used, low yield, and cumbersome post-processing, which is not conducive to industrial production.

Method used

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  • Preparation method of L-norvaline
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  • Preparation method of L-norvaline

Examples

Experimental program
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Effect test

Embodiment 1

[0031] The invention discloses a preparation method of L-norvaline, comprising the following steps:

[0032] (1) Put 250kg of valeramide hydrochloride into the cleaned 3000L reaction kettle, add 2300kg of drinking water, stir to dissolve, add concentrated ammonia water dropwise to adjust the pH of the solution to 8.0, and heat up to 20°C;

[0033] (2) Continue to add 150g of pyridoxal phosphate and 120g of cobalt chloride hexahydrate into the reaction kettle, add 47kg of hydrolase and 33kg of racemase, control the temperature at 20°C, monitor the change of pH value during the reaction, if the pH value is not stable If it rises again, take a sample and send it for inspection. When the content of valeramide hydrochloride is found to be less than 0.05%, the reaction is over;

[0034] (3) After the reaction, heat the reaction solution to 80°C for 1 hour, then cool it down to 60°C, add 12.5kg of activated carbon, control the temperature at 55°C for 40min, add 30kg of diatomaceous e...

Embodiment 2

[0037] The invention discloses a preparation method of L-norvaline, comprising the following steps:

[0038] (1) Put 250kg of valeramide hydrochloride into the cleaned 3000L reaction kettle, add 2500kg of drinking water, stir to dissolve, add concentrated ammonia water dropwise to adjust the pH of the solution to 8.5, and heat up to 30°C;

[0039] (2) Continue to add 200 g of pyridoxal phosphate and 150 g of cobalt chloride hexahydrate into the reactor, add 50 kg of hydrolase and 30 kg of racemase, control the temperature at 30°C, and monitor the pH value during the reaction. If it rises again, take a sample and send it for inspection. When the content of valeramide hydrochloride is found to be less than 0.05%, the reaction is over;

[0040] (3) After the reaction is over, heat the reaction solution to 83°C for 1.5 hours, then cool it down to 60°C, add 15.5kg of activated carbon, control the temperature at 60°C for 43min, add 35kg of diatomite, stir evenly, and press filter wh...

Embodiment 3

[0043] The invention discloses a preparation method of L-norvaline, comprising the following steps:

[0044] (1) Put 250kg of valeramide hydrochloride into the cleaned 3000L reactor, add 2500kg of drinking water, stir to dissolve, add dropwise concentrated ammonia water to adjust the pH of the solution to 9, and heat up to 40°C;

[0045] (2) Continue to add 250g of pyridoxal phosphate and 200g of cobalt chloride hexahydrate into the reactor, add 40kg of hydrolase and 30kg of racemase, control the temperature at 40°C, monitor the change of pH value during the reaction, if the pH value is not stable If it rises again, the sample will be sent for inspection, and when the content of valeramide hydrochloride is less than 0.05%, the reaction ends;

[0046] (3) After the reaction, heat the reaction solution to 85°C for 2 hours, then lower the temperature to 60°C, add 18 kg of activated carbon, control the temperature at 58°C for 45 minutes, add 40 kg of diatomite, stir evenly, press ...

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Abstract

The invention discloses a preparation method of L-norvaline. The method takes pentanamide hydrochloride, pyridoxal phosphate and cobalt chloride hexahydrate as raw materials, and the L-norvaline is prepared by reaction under the catalysis of enzyme. The method is easy to operate and high in repeatability, the purity of the obtained product reaches 99.5% or above, and the recovery rate reaches 90% or above.

Description

technical field [0001] The invention belongs to the technical field of preparation methods of amino acids, and in particular relates to a preparation method of L-norvaline. Background technique [0002] L-norvaline is an unnatural chiral a-amino acid, which is an important intermediate in the synthesis of angiotensin-converting enzyme inhibitor (ACEI) drug perindopril for the treatment of hypertension and congestive heart failure (CHF). In vivo, Perindopril is a third-generation angiotensin-converting enzyme inhibitor. It has the greatest antihypertensive effect 6 hours after taking it, and the effect lasts for a long time. Perindopril can dilate large and small arteries and reduce blood volume. Reduce systemic vascular resistance, left ventricular filling pressure and pulmonary capillary wedge pressure, increase cardiac output and stroke volume, increase cardiac index without changing heart rate, improve exercise tolerance of patients, reduce left ventricular myocardial hyp...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P13/08C07C229/08C07C227/40C07C227/42
CPCC12P13/08C07C227/40C07C227/42C07B2200/07C07C229/08
Inventor 吉安广程明张明吴雷雷颜浩
Owner 连云港杰瑞药业有限公司
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