Method for preparing azithromycin and method for preparing intermediate of azithromycin

A technology of azithromycin and erythromycin, applied in the field of preparation of azithromycin, can solve the problems of high dosage of reducing agent sodium borohydride, low yield of azithromycin, high price of azithromycin, etc., and achieve moderate dosage of reducing agent, lower cost and yield high effect
CN101712703AActive Publication Date: 2010-05-26BEIJING RED SUN PHARMA
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
BEIJING RED SUN PHARMA
Publication Date
2010-05-26

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Abstract

The invention discloses a method for preparing azithromycin. The method comprises the following steps of: in acid aqueous solution and under an action of potassium borohydride, performing the reduction reaction of erythromycinA6, 9-imine ether represented by a formula II, then performing methylation reaction, and putting the reaction products in a mixed solvent of water and halogenated hydrocarbons for hydrolysis reaction so as to obtain the azithromycin represented by a formula I. In the method, the reducer is properly consumed, the yield is high, and the cost of the preparation of the azithromycin is obviously reduced. The invention also relates to a method for preparing the erythromycinA6, 9-imine ether and erythromycinA9-oxime.
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Description

technical field

[0001] The invention relates to a preparation method of azithromycin and a preparation method of an intermediate thereof. Background technique

[0002] Azithromycin is a macrolide antibiotic with a broad antibacterial spectrum and has antibacterial effects on a variety of microorganisms (such as Haemophilus, Streptococcus, Mycoplasma, Staphylococcus aureus, Mycobacterium avium, etc.). The preparation method of azithromycin reported in the literature is usually obtained through semi-synthesis with erythromycin A as a raw material, mainly including the following steps: erythromycin A is converted into erythromycin A9-oxime by reacting with hydroxylamine hydrochloride; Beckmann rearrangement is converted into erythromycin A6, 9-imine ether; erythromycin A6, 9-imine ether is reduced to 9-deoxy-9a-aza-9a-cis erythromycin A, and further Methylation, hydrolysis to get azithromycin.

[0003] WO94 / 26758 reports the preparation method of erythromycin A9-oxime, erythr...

Claims

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