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The recovery method of d-p-hydroxyphenylglycine in enzymatic synthesis of amoxicillin crystallization mother liquor

A technology of p-hydroxyphenylglycine and p-hydroxyphenylglycine methyl ester, which is applied in the field of recovery of D-p-hydroxyphenylglycine in the enzymatic synthesis of amoxicillin crystallization mother liquor, which can solve the problems of poor product purity, high energy consumption, and increased recycling costs and other issues to achieve the effect of improving product quality, increasing economic benefits, and increasing yield

Active Publication Date: 2017-07-07
SHANXI WEIQIDA PHARMA IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The method disclosed in the Chinese patent document CN102392060A is to use a nanofiltration membrane to concentrate and treat the mother liquor after penicillin acylase hydrolysis, and then use the isoelectric point crystallization method to separate and recover 6-APA and D-p-hydroxyphenylglycine in the mother liquor. The direct nanofiltration concentration of the mother liquor hydrolyzate not only consumes a lot of energy and has a low concentration ratio, but also contains complex components in the concentrated mother liquor. The recovery of 6-APA and D-p-hydroxyphenylglycine by this method is inefficient and the purity of the product is poor.
The method disclosed in the Chinese patent document CN102816803A uses a macroporous adsorption resin to treat the mother liquor hydrolyzed by penicillin acylase, and comprehensively recovers D-p-hydroxyphenylglycine and 6-APA after steps such as elution, ultrafiltration, nanofiltration, and crystallization , the use of macroporous adsorption resin in this method will generate a large amount of regeneration waste liquid, which not only increases the recycling cost of the product, but also has a great impact on the environment

Method used

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  • The recovery method of d-p-hydroxyphenylglycine in enzymatic synthesis of amoxicillin crystallization mother liquor

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Experimental program
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Effect test

Embodiment 1

[0032] Reclaim enzymatic synthesis of D-p-hydroxyphenylglycine in the mother liquor of amoxicillin crystallization as follows:

[0033] (1) Decomposition of amoxicillin mother liquor

[0034] Get the enzymatic synthesis of amoxicillin crystallization mother liquor 150L after the separation of amoxicillin crystallization, wherein the concentration of D-p-hydroxyphenylglycine is 2.84g / L, the concentration of 6-APA is 0.88g / L, and the concentration of amoxicillin is 1.12g / L, the concentration of D-p-hydroxyphenylglycine methyl ester is 0.41g / L, and the conductivity is 28.5ms / cm; Use 40wt% sodium hydroxide solution to adjust the pH of the mother liquor to 8.19, and then pass through it at a flow rate of 80L per hour A circular column bed (enzyme loading capacity of 1 L, height-to-diameter ratio of 8) was equipped with immobilized penicillin acylase (from Hunan Fulaige Biotechnology Co., Ltd., enzyme activity ≥ 250U / g), and the outlet effluent was collected as It is the decomposit...

Embodiment 2

[0042] Reclaim enzymatic synthesis of D-p-hydroxyphenylglycine in the mother liquor of amoxicillin crystallization as follows:

[0043] (1) Decomposition of amoxicillin mother liquor

[0044] Get the enzymatic synthesis of amoxicillin crystallization mother liquor 150L after the separation of amoxicillin crystallization, wherein the concentration of D-p-hydroxyphenylglycine is 2.79g / L, the concentration of 6-APA is 0.78g / L, and the concentration of amoxicillin is 1.18g / L, the concentration of D-p-hydroxyphenylglycine methyl ester is 0.45g / L, and the conductivity is 29.7ms / cm; Use 40wt% sodium hydroxide solution to adjust the pH of the mother liquor to 8.04, and then pass through it at a flow rate of 60L per hour A circular column bed (enzyme loading capacity of 1L, height-to-diameter ratio of 4) equipped with immobilized penicillin acylase (from Hunan Fulaige Biotechnology Co., Ltd., enzyme activity ≥ 250U / g), collect the outlet effluent That is the mother liquor decompositio...

Embodiment 3

[0052] Reclaim enzymatic synthesis of D-p-hydroxyphenylglycine in the mother liquor of amoxicillin crystallization as follows:

[0053] (1) Decomposition of amoxicillin mother liquor

[0054] Get the enzymatic synthesis of amoxicillin crystallization mother liquor 150L after the separation of amoxicillin crystallization, wherein the concentration of D-p-hydroxyphenylglycine is 2.80g / L, the concentration of 6-APA is 0.87g / L, and the concentration of amoxicillin is 1.55g / L, the concentration of D-p-hydroxyphenylglycine methyl ester is 0.39g / L, and the conductivity is 26.3ms / cm; Use 40wt% sodium hydroxide solution to adjust the pH of the mother liquor to 8.32, and then pass through it at a flow rate of 100L per hour A circular column bed (enzyme loading capacity of 1 L, height-to-diameter ratio of 8) equipped with immobilized penicillin acylase (from Hunan Fulaige Biotechnology Co., Ltd., enzyme activity ≥ 250U / g), and the outlet effluent was collected That is the mother liquor ...

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Abstract

The invention belongs to the technical field of pharmacy, and relates to a method for recovering D-p-hydroxyphenylglycine in amoxicillin crystallization mother liquor synthesized by enzymatic method. The recovery method comprises the following steps: (1) decomposition of amoxicillin crystallization mother liquor; (2) preparation of D-p-hydroxyphenylglycine concentrate by electrodialysis, ultrafiltration and reverse osmosis; (3) D-p-hydroxyphenylglycine crystallization . The present invention not only improves the product quality of reclaiming D-p-hydroxyphenylglycine, but also realizes the high-efficiency concentration of D-p-hydroxyphenylglycine in the mother liquor, thereby greatly improving the yield of reclaiming D-p-hydroxyphenylglycine products; the present invention uses The new process successfully recovers D‑p-hydroxyphenylglycine in the mother liquor, which can not only increase new economic benefits, but also play a very important role in environmental protection.

Description

technical field [0001] The invention belongs to the technical field of pharmacy, and relates to a method for recovering D-p-hydroxyphenylglycine in amoxicillin crystallization mother liquor synthesized by enzymatic method. Background technique [0002] D-p-hydroxyphenylglycine (p-hydroxylphenylglycine, E-p-HPC), chemical name D-α-amino p-hydroxyphenylacetic acid, molecular formula (OH)C 6 h 4 NH 2 CH 2 COOH, molecular weight 167.2. D-p-Hydroxyphenylglycine is a white flaky crystal with a melting point of 204 degrees Celsius (decomposition), slightly soluble in ethanol and water, and easily soluble in acid or alkali solution to form a salt. D-p-Hydroxyphenylglycine methyl ester is mainly used as a side chain compound of semi-synthetic penicillins and semi-synthetic cephalosporins. The main drugs produced with it are amoxicillin and amoxicillin-clavulanate. [0003] In the process of enzymatic synthesis of amoxicillin, D-p-hydroxyphenylglycine methyl ester is generally us...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C229/36C07C227/40C12P13/04
Inventor 刘君臣张俊波白延峰李树有刁夏
Owner SHANXI WEIQIDA PHARMA IND
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