15690-38-7Relevant articles and documents
A novel and efficient synthesis of (6R,7R)-7-amino-3-hydroxymethyl cephalosporanic acid: A versatile precursor of cefuroxime acid
Singh, Santosh Kumar,Tiwari,Jain, Praveen
, p. 2475 - 2482 (2003)
A novel process has been developed for the synthesis of (6R,7R)-7-amino-3-hydroxymethyl cephalosporanic acid (7-AHCA) using a combination of reagents [triethyl amine/tetrabutyl ammonium hydroxide (TBAH)] at ambient temperature, with improved yield. This intermediate was exploited for the synthesis of cefuroxime acid and its sodium salt.
An improved process for the preparation of diphenylmethyl7β- Phenylacetamido-3-hydroxymethyl-3-cephem-4-carboxylate
Keping, Yu,Nan, Sun,Shanzong, Fang,Weimin, Mo,Baoxiang, Hu,Zhenlu, Shen,Xinquan, Hu
, p. 815 - 819 (2009)
An efficient and improved process for the preparation of diphenylmethyl 7-phenylacetamido-3-hydroxymethyl-3-cephem-4-carboxylate was developed. With the commercially available 7-aminocephalosporanic acid (7-ACA) as starting material, up to 73.5% overall isolated yield of the titled compound was synthesized in two steps via direct phenylacetylation with phenylacetyl chloride, followed by basic hydrolysis and esterification with diphenyldiazomethane. The newly developed process obviated the use of protecting groups, reduced the environmental footprint, and could be easily controlled and conveniently scaled up for this pivotal intermediate in cephalosporin chemistry.
Synthesis method of dimer impurity D produced by cefazolin sodium production
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Paragraph 0015; 0018, (2020/01/03)
The invention discloses a dimer impurity D produced by cefazolin sodium, and a synthesis method of the dimer impurity D produced by cefazolin sodium production. The method comprises: carrying out a reaction on an initial raw material A and sodium hydroxide in a solvent ethanol and water, adjusting the pH value with diluted hydrochloric acid, extracting, and distilling to obtain an intermediate B;adding the intermediate B into dichloromethane, adding a Dess-Martin Periodinane reagent, quenching the reaction solution, and filtering to obtain the mother liquor of a compound C so as to be spare;and sequentially adding a compound A and sodium triacetoxyborohydride into dichloromethane, adding the mother liquor of the product C, quenching after completing the reaction, extracting, and purifying by using a chromatographic silica gel column to obtain a dimer impurity D. According to the present invention, the synthesized dimer impurity D can provide impurity control for the reaction.
Nitrocefin synthesis method
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Paragraph 0045; 0054; 0055; 0056; 0057, (2017/04/08)
The invention relates to a nitrocefin synthesis method and belongs to the field of drug synthesis. The invention provides a novel process for preparing nitrocefin from a compound I as a raw material. The compound I is prepared from 7-ACA. The nitrocefin synthesis method can realize synthesis of nitrocefin from 7-ACA as an initial raw material through seven processes. The 7-ACA as an initial raw material is a key intermediate of a cephalosporin, has already been industrialized and has a low market price. The nitrocefin synthesis method has the advantages of simple processes, easy reaction treatment, easy product purification, high yield, easy industrialization and low production cost.