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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, unfavorable energy saving and emission reduction, etc., to achieve the reduction of drying steps, The effect of reducing energy consumption and reducing emissions

Active Publication Date: 2013-12-25
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 the penicillin fermentation broth with a potency of 90-120 thousand units / ml, control the temperature at 5-10℃, and adjust the pH=6.5-6.8 with 8% potassium carbonate aqueous solution , Stir and extract for 30min, then separate the phases to obtain the penicillin potassium salt solution, and control the penicillin potassium salt concentration to 225mg / ml.

[0028] b. Add 3% activated carbon by weight of penicillin potassium salt, vacuumize not less than -0.095Mpa, stir for 60min for decolorization and deesterification, and filter with suction. Filtrate 30mm×300mm alumina column, use 100 mesh basic alumina packing, collect the column liquid within 30 minutes, and then wash the column with deionized water, the washing liquid is incorporated into the column liquid.

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

Embodiment 2

[0032] The difference from Example 1 is that the salt solution selected for extraction in step a is an aqueous sodium carbonate solution, and the filler 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 to 100,000 units / ml, control the temperature at 5-10℃, adjust the pH to 7.0-7.2 with 5% potassium carbonate aqueous solution, stir and extract for 30min, and separate the phases to obtain the penicillin potassium salt Aqueous solution, control the concentration of penicillin potassium salt 220mg / ml.

[0035] b. Add 3% activated carbon by weight of penicillin potassium salt, vacuumize not less than -0.095Mpa, stir for 60min for decolorization and deesterification, and filter with suction. Filtrate 30mm×450mm alumina column, select 120 mesh neutral alumina packing, collect the column liquid within 30 minutes, 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, and add 30% peroxyacetic acid solution dropwise for oxidation. The amount of peroxyacetic acid used is 1.10 times the moles of penicillin. The addition is completed wi...

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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 crude drug synthesis, and specifically relates to a preparation method of cephalosporin intermediate penicillin sulfoxide. Background technique [0002] Penicillin sulfoxide is an intermediate in the production of the key core 7-ADCA of β-lactam antibiotics, and 7-ADCA can be used to produce β-lactam antibiotics such as cephalexin, cefradine, cefadroxil, cefetamet Antibiotics still occupy a stable market share due to their exact clinical efficacy. [0003] At present, the commercial production of penicillin sulfoxide is prepared with penicillin industrial salt, that is, the crystal of penicillin G potassium as the starting material. Specifically, penicillin industrial salt is prepared into an aqueous solution, oxidized with oxyacetic acid, and then crystallized under acidic conditions to obtain penicillin sulfoxide. The reaction equation is as follows: [0004] [0005] Penicillin sulfoxide undergoes dehydratio...

Claims

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Application Information

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Patent Type & Authority Applications(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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