A Novel Synthesis of Cefuroxime from 7-amino Cephalosporanic Acid (7-ACA)

  • Nguyen Khanh Tan Department of Organic Chemistry, University of Natural Sciences, Ho Chi Minh City, Vietnam
  • Nguyen Truc Linh Department of Organic Chemistry, University of Natural Sciences, Ho Chi Minh City, Vietnam
  • Doan Ngoc Nhuan Department of Organic Chemistry, University of Natural Sciences, Ho Chi Minh City, Vietnam
Keywords: 7-ACA, SMIA, decarbamoyl cefuroxime acid, cefuroxime.

Abstract

Cefuroxime, a second-generation cephalosporin antibiotic, was synthesized from 7-amino cephalosporinic acid (7-ACA) and (Z)-2-methoxyimino-2-(furyl-2-yl) acetic acid ammonium salt (SMIA) as starting materials. The total yield of cefuroxime synthesized via the 4-step scheme was 42%. The novel feature of this study was the use of oxalyl chloride activating reagent which replaced phosphoryl chloride in the activation of SMIA. The result showed that the yield was 90% in the reaction time of 1.5 hours. Especially, this synthesis can be considered as a green process because the waste water only contained NH4Cl, CO and CO2 non-toxic compounds.

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Published
2018-09-03
Section
Articles