Method for preparing cefcapene pivoxil hydrochloride

A technology of cefcapine and picoxil, applied in the direction of organic chemistry, can solve the problems of serious environmental pollution and high cost, and achieve the effects of high yield, low cost, great implementation value and potential social and economic benefits

Inactive Publication Date: 2010-10-06

ZHEJIANG HUAFANG PHARMA

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AI-Extracted Technical Summary

Problems solved by technology

[0006] The technical problem to be solved in the present invention is to overcome the disadvantages of relatively serious environmental pollution and high cost in t...

Abstract

The invention relates to a method for preparing cefcapene pivoxil hydrochloride, which comprises the following steps: dissolving Boc-protected cefcapene pivoxil shown by a formula (II) in an organic solvent; dripping 60 to 85 mass percent aqueous solution of phosphoric acid at 15 DEG C below zero to 30 DEG C to perform a de-Boc reaction, stirring the solution, and after the reaction is performed for 1 to 4 hours, and adjusting the pH value of the reaction solution with aqueous solution of sodium hydroxide to 7.0; removing the water layer, and concentrating an organic layer under reduced pressure to recover an organic solvent to obtain an oily material; adding an alcohol solvent into the oily material, controlling the temperature between 10 and 20 DEG C, dripping 5 to 15 mass percent solution of hydrochloric acid to form a salt; and keeping the temperature for 1 to 4 hour, filtering the solution, washing the filter cake with 10 to 50 percent aqueous solution of ethanol, drying the filter cake under vacuum at 45 DEG C till the weight of the filter cake is constant and thus, obtaining the cefcapene pivoxil hydrochloride. The method of the invention is high in yield and low in cost and can reduce environmental pollution generated in the production of the Boc-protected cefcapene pivoxil in source.

Application Domain

Organic chemistry

Technology Topic

SolventFilter cake +12

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Examples

Experimental program(6)

Example Embodiment

[0023] Example 1

[0024] Dissolve 30 g of Boc-protected cefcapipil in 300 g of 2-methyltetrahydrofuran, add 30 g of 85% phosphoric acid dropwise at -15 to -10 °C, stir and react for 4 hours, and adjust to pH= 7.0, remove the water layer, and concentrate the organic layer to dryness under reduced pressure to obtain an oily substance, add 30 g of ethanol to dissolve, add 44 g of 15% hydrochloric acid solution dropwise at 10 to 15 ° C to form a salt, keep stirring for 3 hours, filter, and take the filter cake for 90 g of 50% ethanol aqueous solution was rinsed, and the washed filter cake was vacuum-dried at 45° C. to constant weight to obtain 22.0 g of cefcapipide hydrochloride with a yield of 78.7% and a HPLC purity of 99.27%.

Example Embodiment

[0025] Example 2

[0026] Dissolve 30 g of Boc-protected cefcapipil in 180 g of ethyl acetate, add dropwise 45 g of 80% phosphoric acid at -5 to 0 °C, stir and react for 2.5 hours, adjust to pH = 7.0 with 10% sodium hydroxide, and divide The water layer was removed, and the organic layer was concentrated to dryness under reduced pressure to obtain an oily substance, which was dissolved in 90 g of ethanol, and 98 g of 5% hydrochloric acid solution was added dropwise at 15 to 18 ° C to form a salt. The ethanol aqueous solution was rinsed, and the washed filter cake was vacuum-dried at 45° C. to constant weight to obtain 24.5 g of cefcapipide hydrochloride with a yield of 87.5% and a HPLC purity of 99.25%.

Example Embodiment

[0027] Example 3

[0028] Dissolve 30 g of Boc-protected cefcapipil in 150 g of 1,2-dichloroethane, add 90 g of 60% phosphoric acid dropwise at 5 to 10 °C, stir and react for 2 hours, and adjust to pH with 10% sodium hydroxide = 7.0, the water layer was separated, the organic layer was concentrated to dryness under reduced pressure to obtain an oily substance, which was dissolved in 30 g of methanol, and 32 g of 5% hydrochloric acid solution was added dropwise at 15 to 20 ° C to form a salt, kept stirring for 4 hours, filtered, and the filter cake was taken. Rinse with 120 g of 10% ethanol aqueous solution, and vacuum dry the washed filter cake at 45° C. to constant weight to obtain 21.7 g of cefcapipide hydrochloride with a yield of 77.6% and a HPLC purity of 99.33%.

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Classification and recommendation of technical efficacy words

low cost

Method, apparatus and article for microfluidic control via electrowetting, for chemical, biochemical and biological assays and the like

InactiveUS7163612B2low cost

Owner:KECK GRADUATE INST OF APPLIED LIFE SCI

Method for preparing cefcapene pivoxil hydrochloride

A technology of cefcapine and picoxil, applied in the direction of organic chemistry, can solve the problems of serious environmental pollution and high cost, and achieve the effects of high yield, low cost, great implementation value and potential social and economic benefits

AI-Extracted Technical Summary

Problems solved by technology

Abstract

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Examples

Example Embodiment

Example Embodiment

Example Embodiment

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Description & Claims & Application Information

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