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Preparation method of 7-aminocephalosporanic acid

A technology of aminocephalosporanic acid and cephalosporins, applied in organic chemistry, fermentation, etc., can solve problems such as easy blockage of membrane pores, waste acid water and resin regeneration waste liquid, and inability to perform ultrafiltration, so as to improve quality and reduce Impurities, drug safety effects

Active Publication Date: 2019-09-27
SHANXI WEIQIDA PHARMA IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this process, the fermentation broth is directly subjected to first-stage ultrafiltration with a molecular weight cut-off of 10,000-30,000 without pretreatment, and the mycelium, protein, colloid, etc. in it can easily block the membrane pores and cannot be used for ultrafiltration; in addition, There is also the problem of waste acid water and resin regeneration waste liquid

Method used

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  • Preparation method of 7-aminocephalosporanic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Get 4.5L cephalosporin C fermentation liquid, pH is 4.53, contains about 25g / L cephalosporin C (supernatant liquid), uses the sulfuric acid of 15% (v / v) to adjust pH to 2.50, then at 5 ℃~10 Under the condition of ℃, after filtering through 50nm ceramic membrane and 20KD ultrafiltration membrane, 5.6L filtrate (including ceramic membrane top wash water) was obtained, the concentration of cephalosporin C was 7.14g / L, and the light transmittance at 425nm wavelength was 77%.

[0038] Add 16.8L of ethyl acetate pre-cooled to 5-10°C to the filtrate, mix thoroughly, and collect 16.3L of the light phase after standing and layering, the concentration of cephalosporin C is 2.40g / L; then, at about 5°C, add 1421mL of 1wt% sodium bicarbonate aqueous solution dropwise at a constant speed within 20min, let stand for 10min to collect the heavy phase in layers after the addition, and obtain 1450mL of cephalosporin C sodium salt solution after vacuum distillation and deesterification. T...

Embodiment 2

[0041] Take 4.5L cephalosporin C fermentation liquid, pH is 4.66, contains about 27g / L cephalosporin C (supernatant liquid), uses the sulfuric acid of 15% (v / v) to adjust pH to 3.50, then in 5 ℃~10 Under the condition of ℃, after filtering through 100nm ceramic membrane and 50KD ultrafiltration membrane, 6.0L filtrate (including ceramic membrane top wash water) was obtained, the concentration of cephalosporin C was 7.53g / L, and the light transmittance at 425nm wavelength was 65%.

[0042] Add 18.0L of ethyl acetate that has been pre-cooled to 5-10°C to the filtrate, mix well, and collect 17.3L of the light phase after standing and layering. The concentration of cephalosporin C is 2.45g / L; then, at about 5°C, add 1436mL of 1wt% sodium bicarbonate aqueous solution dropwise at a constant speed within 20min, and let stand for 10min to separate and collect the heavy phase after the feeding is completed, and obtain 1470mL of cephalosporin C sodium salt solution after vacuum distilla...

Embodiment 3

[0045] Get 4.5L cephalosporin C fermented liquid, pH is 4.59, contains about 22g / L cephalosporin C (supernatant liquid), uses the sulfuric acid of 15% (v / v) to adjust pH to 3.00, then at 5 ℃~10 Under the condition of ℃, after filtering through 50nm ceramic membrane and 30KD ultrafiltration membrane, 5.7L filtrate (including ceramic membrane top wash water) was obtained, the concentration of cephalosporin C was 7.33g / L, and the light transmittance at 425nm wavelength was 72%.

[0046] Add 17.1L of ethyl acetate that has been pre-cooled to 5-10°C to the filtrate, mix well, and collect 16.7L of the light phase after standing and layering, the concentration of cephalosporin C is 2.43g / L; then within 20min Add 1434mL of 1wt% sodium bicarbonate aqueous solution dropwise at a constant speed, let stand for 10min to separate and collect the heavy phase after the addition, and obtain 1465mL of cephalosporin C sodium salt solution after vacuum distillation and deesterification, the conce...

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Abstract

The invention relates to a preparation method of 7-aminocephalosporanic acid. The method comprises steps as follows: a cephalosporin C filtrate is separated from fermentation liquor in a membrane filtration manner; cephalosporin C is extracted from the filtrate by adopting an organic solvent which is immiscible with water, and cephalosporin C extract liquor is obtained; cephalosporin C in the extract liquor is subjected to reverse extraction into aqueous phase, the residual organic solvent is removed by reduced-pressure distillation, and an aqueous cephalosporin C sodium salt solution with high concentration is obtained; finally, after cephalosporin C is subjected to enzyme hydrolysis, crystallization, filtering, washing and drying, 7-aminocephalosporanic acid meeting the quality standard can be obtained. With the adoption of extraction and reverse extraction, impurities in the aqueous cephalosporin C sodium salt solution are reduced substantially, and the quality of the aqueous cephalosporin C sodium salt solution is improved, so that high-quality 7-aminocephalosporanic acid is obtained by enzyme hydrolysis.

Description

technical field [0001] The invention belongs to the technical field of pharmacy and relates to a preparation method of 7-aminocephalosporanic acid. Background technique [0002] 7-amino-cephalosporanic acid (7-Amino-Cephalosporanic acid), the structural formula is as follows: [0003] [0004] 7-Aminocephalosporanic acid, referred to as 7-ACA, is the most commonly used core in cephalosporins. It has two active groups, the 3-position acetoxy group and the 7-position amino group. Different side chains are connected on the group to form cephalosporin antibiotics with different properties. Therefore, 7-ACA is a very important intermediate of cephalosporin (β-lactam) antibiotics. The cephalosporin antibiotics can effectively inhibit the synthesis of bacterial cell walls, but human cells have no cell walls, so they have excellent selectivity, good safety, and strong bactericidal power. They are currently the best type of antibiotics used clinically. occupy a very important po...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P35/06C12P35/02C07D501/28C07D501/12
CPCC07D501/12C07D501/28C12P35/02C12P35/06
Inventor 苗瑞春李雄幸华龙王雁李建平冯涛刘君臣
Owner SHANXI WEIQIDA PHARMA IND
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