Synthesis of Cefuroxime antibiotic precursor[(6R,7R)-7-[2-furanyl-(z)-2-methoxyimino]acetamido-3-hydroxymethyl-3-cephem-4-carboxylic acid

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Abstract

Synthesis of 3-hydroxy cefuroxime antibiotic has been reported using 7-aminocephalosporanic acid (7-ACA) and 2-furanyl-Z-2-methoxy iminoacetic acid salt. Synthesis of this compound was carried out in three steps with good yield omitting acetyl group or in fact hydrolysis of 7-aminocephalosporanic acid (7-ACA) to produce 7-amino-3-hydroxy methyl cephalosporanic acid and then chlorination of 2-furanyl-Z-2-methoxy imino acetic acid salt by phosphorus pentachloride and finally coupling of 7-amino-3-hydroxy methyl cephalosporanic acid and 2-furanyl-Z-2-methoxy imino acetyl chloride.

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Applied Chemistry Today
Volume 3, Issue 9
March 2009
Pages 67-72

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