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Method for synthesizing cefpirome sulfate

A technology of cefpirome sulfate and a synthetic method, which is applied in the field of medicine, can solve problems such as difficult product purification, low yield, and excessive side reactions of the method, and achieve the effects of stable product quality, reduced degradation and damage, and low cost

Inactive Publication Date: 2008-04-16
上海慈瑞医药科技股份有限公司
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  • Abstract
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AI Technical Summary

Problems solved by technology

The method is simple to operate, but the method has too many side reactions, the yield is low, and the product is not easy to purify

Method used

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  • Method for synthesizing cefpirome sulfate
  • Method for synthesizing cefpirome sulfate

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Embodiment

[0016] Step 1. 7-[2-(2-Aminothioxime-4-yl)-2-(cis)-methoxyiminoacetamido]-3-[(2,3-cyclopenta-1-pyridine ) methyl] - the preparation of cef-3-ene-4-carboxylic acid dihydroiodide (cefpirome dihydroiodide):

[0017] In a 10L reaction flask, add 1.1 moles of cefotaxime acid, 36 moles of dichloromethane, 2.0 moles of hexamethyldisilazane, and 0.035 moles of iodotrimethylsilane, and reflux for 7 hours under nitrogen protection. After cooling the solution, add it to the pre-prepared mixture of 40 moles of dichloromethane, 4.3 moles of iodotrimethylsilane, and 3.8 moles of 2,3-cyclopentenopyridine under the condition of an ice-water bath and nitrogen protection, and continue After reflux and stirring for 2 hours, under cooling and stirring in an ice-water bath, add a solution obtained by dissolving 4 moles of potassium iodide in 1.68 L of 3N HCl within 5 minutes, stir at the same temperature for 2 hours, place at 4°C overnight, and collect the formed precipitate by filtration , the p...

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Abstract

The present invention relates to a preparation method of cefpirome sulfate, and is characterized in that hexamethyldisilazane (HMDS) with low price combined with a water-ethanol mixture solvent is added as the ion exchange medium, so that the needed dosage of 2,3-cyclopentenopyridine and odotrimethylsilane is reduced, as well as the fabrication cost. The synthetic technics provided by the present invention has the advantages of feasibility, low cost, and stable quality of the product.

Description

technical field [0001] The invention relates to a synthesis method of cefpirome sulfate, which can be used for fourth-generation novel ultra-broad-spectrum cephalosporins and belongs to the technical field of medicines. Background technique [0002] Cefpirome (Cefpirome) is the fourth-generation novel extended-spectrum cephalosporin developed by the German company Hoechst and first listed in Sweden in 1992 under the trade name of Cefpirome. Cefpirome is the antibiotic with the strongest antibacterial activity against Gram-positive bacteria, and it has good clinical efficacy. The sulfate salt of cefpirome can be well absorbed in the stomach, so cefpirome is usually made into The form of the sulfate salt, its chemical name: 7-[2-(2-aminothioxime-4-yl)-2-(cis)-methoxyiminoacetamido-3-[(2,3- Cyclopenteno-1-pyridyl)methyl]-ceph-3-ene-4-carboxylic acid sulfate. [0003] Existing multiple synthetic route reports both at home and abroad, the synthesis of cefpirome sulfate, mainly ...

Claims

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Application Information

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IPC IPC(8): C07D501/46
Inventor 金幸朱高峰张德兴田雪飞
Owner 上海慈瑞医药科技股份有限公司
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