7-amino-3-non-3-cephalosporin-4-carbosylic acid preparation method

A cephalosporin and amino technology, which is applied in the field of preparation of 7-amino-3-non-3-cephalosporin-4-carboxylic acid, can solve the problems of high metal ion residues, poor product appearance, harsh use conditions, etc., and achieve reduction The production cost, the process is simple and easy, and the effect of improving product quality
CN101357927AInactive Publication Date: 2009-02-04ZHEJIANG APELOA TOSPO PHARMA +1
7 Cites 11 Cited by

Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
ZHEJIANG APELOA TOSPO PHARMA
Publication Date
2009-02-04
Estimated Expiration
Not applicable · inactive patent

Smart Images

  • Figure 1
    Figure 1
  • Figure 2
    Figure 2
  • Figure 3
    Figure 3
Patent Text Reader

Abstract

The invention provides a preparation method of 7-amino-3-non-cephem-4-carboxylic acid which is 7-ANCA for short. The preparing procedures are as follows: 7-phenyl acetamide-3-hydroxy-3-cephem-4-carboxylic acid-p-nitrobenzyl ester is taken as raw material; firstly, metal borohydride is used to reduce the double bonds between the 3-parental nucleus and the 4-parental nucleus; sulfuryl etheride is used to esterify the 3-hydroxy, then alkali is used to remove the 3-methanesulfonic acid ester group to restore the double bonds between the 3-parental nucleus and the 4-parental nucleus; finally, a catalytic hydrogenation method is used to remove the protecting group on the 4-carboxyl of the parental nucleus, an enzyme method is used to remove the protecting group on the 7-amino of the parental nucleus, thus obtaining the product 7-ANCA. The invention has the advantages of being simple and feasible technology, improving production quality, reducing production cost and reducing environment pollution.
Need to check novelty before this filing date? Find Prior Art

Description

technical field

[0001] The present invention relates to the preparation technology of 7-amino-3-non-3-cephalosporin-4-carboxylic acid (hereinafter referred to as 7-ANCA), which is the common mother nucleus of Ceftizoxime and Ceftibuten. Background technique

[0002] Ceftizoxime and ceftibuten belong to the third-generation cephalosporin antibiotics. There are four synthetic methods, and the synthetic routes are as follows:

[0003] 1. The reaction formula of synthetic route one is as follows:

[0004]

[0005] The above synthetic route uses 7-phenylacetamide-3-hydroxyl-3-cephalosporin-4-carboxylic acid-α-phenylbenzyl ester 2 as raw material, and first uses sodium borohydride to reduce the double bond to obtain intermediate 3, then use methylsulfonyl chloride to esterify the 3-position hydroxyl to obtain intermediate 4, use phosphorus pentachloride and pyridine to remove the protecting group on the 7-position amino group to obtain intermediate 5, and then use alkali to re...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More