One-Pot Synthesis of Cefpirome Sulfate from GCLE

REFERENCES

• (a) Seibert , G. ; Klesel , N. ; Limbert , M. ; Schrinner , E. ; Seeger , K. ; Winkler , I. ; Lattrell , R. ; Blumbach , J. ; Durckheimer , W. ; Fleischmann , K. ; Kirrstetter , R. ; Mencke , B. ; Ross , B. C. ; Scheunemann , K.-H. ; Schwab , W. HR810, a new parenteral cephalosporin with a broad antibacterial spectrum . Arzneim.-Forsch . 1983 , 33 , 1084 – 1086 ; (b) Lattrell , R. ; Blumbach , J. ; Duerckheimer , W. ; Fehlhaber , H.-W. ; Fleischmann , K. ; Kirrstetter , R. ; Mencke , B. ; Scheunemann , K.-H. ; Schrinner , E. ; Schwab , W. ; Seeger , K. ; Seibert , G. ; Wieduwilt , M. Synthesis and structure–activity relationships in the cefpirome series, I: 7-[2-(2-Aminothiazol-4-yl)-2-(Z)-oxyiminoacetamido]-3-[(substituted-1-pyridinio)methyl]-ceph-3-em-4-carboxylates . J. Antibiot. 1988 , 41 , 1374 – 1394 ; (c) Lattrell , R. ; Wieduwilt , M. ; Dürckheimer , W. ; Blumbach , J. ; Seeger , K. Cephalosporin derivatives . US Patent 5,071,979 , 1991 ; (d) Naito , K. ; Ishibashi , Y. Method for production of cephalosporin compounds . US Patent 4,980,464 , 1990 ; (e) Schwab , W. ; Dürckheimer , W. ; Kirrstetter , R. ; Lattrell , R. Process for the preparation of cephem compounds . US Patent 4,667,028 , 1987 ; (f) Ascher , G. Process for producing cephalosporin antibiotics, and novel intermediates for use in such process and their production . US Patent 5,003,073 , 1991 ; (g) Angerbauer , R. ; Kinast , G. Preparation of cephalosporins . US Patent 4,754,031 , 1988 ; (h) Kim , D. H. ; Lee , C. H. ; Kim , K. S. 1-Methanesulfonyloxy-6-trifluoromethyl-1H-benzotriazole and its use in preparing cephalosporin derivatives . GB Patent 2,195,334 , 1988 ; (i) Kim , W. J. ; Lee , C. H. ; Kim , K. S. 6-Trifluoromethyl-1H-benzotriazol-1-yl diphenylphosphate and its use in preparing cephalosporin derivatives . GB Patent 2,193,213 , 1988 ; (j) Hu , Y. X. ; Liu , X. ; Liu , W. T. ; Xie , K. ; Luo , X. R. Synthetic technology of cefpirome . J. Petrochem. Univ. 2003 , 16 , 29 – 33 .
   PubMed Web of Science ®Google Scholar
• (a) Rodríguez , J. C. ; Hernández , R. ; González , M. ; López , M. A. ; Fini , A. A rapid procedure to prepare cefotaxime . Farmaco 2000 , 55 , 393 – 396 ; (b) Fang , S. L. ; Ding , Z. G. Synthesis of cefotaxime sodium . CN Patent 1,394,863 , 2003 ; (c) Wu , Y. F. ; Zhu , Z. J. Determination of cefotaxime acid by high-performance liquid chromatography . Chin. J. Spectros. Lab. 2003 , 20 , 278 – 280 .
   PubMedGoogle Scholar
• Naito , T. ; Aburaki , S. ; Kamachi , H. ; Narrita , Y. ; Okumura , J. ; Kawaguchi , H. Synthesis and structure–activity relationships of a new series of cephalosporins, BMY-28142, and related compounds. J. Antibiot. 1986, 39, 1092–1107.
   PubMed Web of Science ®Google Scholar
• Farina , V. Synthesis of 3-iodomethyl cephems by phase-transfer catalyst . Synth. Commun. 1986 , 16 , 1029 – 1035 .
   Web of Science ®Google Scholar
• Sugiyama , I. ; Komatsu , Y. ; Yamauchi , H. Synthesis and structure–activity relationships of a new series of cephalosporins, E1040, and related compounds . J. Antibiot. 1992 , 45 , 103 – 112 .
   PubMed Web of Science ®Google Scholar
• Su , W. K. ; He , C. H. Preparation of Pharmaceutical Intermediates: Antimicrobial Intermediates , Vol. 1 ; Chemical Industry Press : Beijing , 2000 .
   Google Scholar
• Bai , G. Y. ; Chen , L. G. ; Li , Y. ; Cao , L. ; Song , C. J. ; Wang , F. L. Use of l,3-dipolar cycloaddition in the synthesis of tazobactam . J. Tianjin Univ. (Sci. Technol.) 2002 , 35 , 332 – 335 .
   Google Scholar