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

Nguyen Khanh Tan, Nguyen Truc Linh, Doan Ngoc Nhuan

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.


Keywords


7-ACA; SMIA; decarbamoyl cefuroxime acid; cefuroxime.

Full Text:

PDF

References


. Decision No. 418 / QD-TTg of the Prime Minister on the strategy for development of the pharmaceutical industry in the 2000-2020 period.

. P.B. Deshpant, P.N. Deshpande, B.P. Khadangale. Process for the preparation of cefuroxime sodium. U. S. Paten. 0092735 A1. 2004.

. S.K. Singh, R.P. Tiwari, P. Jain. A novel and efficient synthesis of (6R,7R)-7-Amino-3-hydroxymethyl Cephalosporin Acid: A Versatile Precursor or Cefuroxime Acid. Synthetic Communication. 2003. 33(14). 2475-2482.

. L. Xue, C. Liu, S. Li, C. Wang. A method for preparation of Cefuroxime acid with high purity. Patent Information. CN 102134252 A. 2011.

. H. Wang. Method for preparation of Cefuroxime acid. Patent Information. CN 102093390 A. 2011.

. A. Liao. Cefuroxim axetil microsphere solid preparation with improved dissolution rate and stability, and its preparation method. Patent Information. CN 102091044A. 2011.

. W. Cabri, E. Siviero, P.L. Daverio. Process for the synthesis of beta-lactam derivatives. U. S. Patent. 6,642,378 B1. 2003.

. M. Tuyen. Chemistry of antimicrobial and antiseptic active compounds. NXB. Science and technology. Hanoi. 2007.

. Vietnam Pharmaceutical Standard IV. NXB Medical. Hanoi. 2010.


Refbacks

  • There are currently no refbacks.


 

 
  
 

 

  


About IJSBAR | Privacy PolicyTerms & Conditions | Contact Us | DisclaimerFAQs 

IJSBAR is published by (GSSRR).