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Method for preparing cephalosporin midbody penicillin sulfoxide

A penicillin sulfoxide and intermediate technology, applied in the field of preparation of cephalosporin intermediate penicillin sulfoxide, can solve the problems of increasing the use and recovery of solvents, reducing the yield of final products, and increasing production steps, so as to reduce drying steps and reduce Effects of energy consumption and improvement of production yield

Active Publication Date: 2014-08-27
ZHEJIANG ANGLIKANG PHARMA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Since the existing penicillin sulfoxide production process needs to use penicillin industrial salt crystals as the starting material, it not only increases the production steps, reduces the yield of the final product, but also increases the use and recovery of solvents, which is not conducive to energy saving and emission reduction and reduce costs

Method used

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  • Method for preparing cephalosporin midbody penicillin sulfoxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] a. Take 1000ml of butyl acetate extract (BA solution) of penicillin fermentation broth with a potency of 90,000-120,000 units / ml, control the temperature at 5-10°C, and adjust the pH to 6.5-6.8 with 8% potassium carbonate aqueous solution , stirring and extracting for 30 min, and phase separation to obtain an aqueous solution of penicillin potassium salt, controlling the concentration of penicillin potassium salt to 225 mg / ml.

[0028] b. Add activated carbon with 3% weight of penicillin potassium salt, vacuumize not lower than -0.095Mpa, stir for 60min for decolorization and deesterification, and filter with suction. filtrate 30mm×300mm alumina column, choose 100 mesh basic alumina filler, collect the column liquid within 30min, then wash the column with deionized water, and merge the washing liquid into the column liquid.

[0029] c. Cool down to 3°C, add dropwise 30% peracetic acid solution for oxidation, the amount of peracetic acid used is 1.10 times the number o...

Embodiment 2

[0032] The difference from Example 1 is that the salt solution used for extraction in step a is sodium carbonate aqueous solution, and the packing of the alumina column in step b is 120 mesh basic alumina. In this example, the yield from penicillin fermentation extract to penicillin sulfoxide was 86.6%.

Embodiment 3

[0034] a. Take 1000ml of BA solution with a potency of 80,000-100,000 units / ml, control the temperature at 5-10°C, adjust the pH to 7.0-7.2 with 5% potassium carbonate aqueous solution, stir and extract for 30 minutes, and separate phases to obtain penicillin potassium salt Aqueous solution, control penicillin potassium salt concentration 220mg / ml.

[0035] b. Add activated carbon with 3% weight of penicillin potassium salt, vacuumize not lower than -0.095Mpa, stir for 60min for decolorization and deesterification, and filter with suction. filtrate 30mm×450mm alumina column, choose 120 mesh neutral alumina filler, collect the column liquid within 30min, then wash the column with an appropriate amount of deionized water, and merge the washing liquid into the column liquid.

[0036] c. Cool down to 5°C, add dropwise 30% peracetic acid solution for oxidation, the amount of peracetic acid used is 1.10 times the molar number of penicillin, and add in 30-60 minutes. Then within 6...

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Abstract

The invention relates to a method for preparing cephalosporin midbody penicillin sulfoxide. According to the method for preparing the cephalosporin midbody penicillin sulfoxide, treatment such as extraction, decoloration, concentration and column chromatography is conducted on a penicillin fermentation extracting solution, and then the treated penicillin fermentation extracting solution is used as an initial raw material for preparation of the cephalosporin midbody penicillin sulfoxide. By the adoption of the method for preparing the cephalosporin midbody penicillin sulfoxide, the production steps are simplified, the production efficiency is improved, the energy consumption is reduced, emission is reduced, and remarkable economic benefits and remarkable social benefits are obtained.

Description

technical field [0001] The invention belongs to the technical field of raw material drug synthesis, and in particular relates to a method for preparing a cephalosporin intermediate penicillin sulfoxide. Background technique [0002] Penicillin sulfoxide is the intermediate of 7-ADCA, the key mother nucleus of β-lactam antibiotics, and 7-ADCA can be used to produce β-lactam antibiotics such as cephalexin, cephradine, cefadroxil, and ceftazidime pivoxil. Antibiotics still occupy a stable market share due to their definite clinical efficacy. [0003] At present, the commercial production of penicillin sulfoxide is prepared from the industrial salt of penicillin, ie the crystal of penicillin G potassium, as the starting material. Specifically, penicillin industrial salt is formulated into an aqueous solution, oxidized by oxyacetic acid, and then crystallized under acidic conditions to obtain penicillin sulfoxide. Its reaction equation is as follows: [0004] [0005] Penic...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D499/46C07D499/04
Inventor 甘勇李斌张云鹏徐成苗马海岭杨国栋楼挺华方南平
Owner ZHEJIANG ANGLIKANG PHARMA
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