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Synlett 1990; 1990(7): 391-392
DOI: 10.1055/s-1990-21101
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Synthesis of 3-Isoxazolidinylcephalosporin and Its Analogues via 1,3-Dipolar Cycloaddition of 3-Vinylcephem

Shyh-Pyng Huang* , Daishiro Ikeda, Yoshiyuki Koyama, Shinichi Kondo
  • *Institute of Microbial Chemistry, 3-14-23, Kamiosaki, Shinagawa-ku, Tokyo 141, Japan
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Publication Date:
08 March 2002 (online)

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Novel cephalosporins, such as (2-methylisoxazolidin-5-yl)-, (2,2-dimethylisoxazolidinium-5-yl)- and (3-ethoxycarbonyl-2-isoxazolin-5-yl) cephalosporins were synthesized by 1,3-dipolar cycloadditions of 3-vinylcephem with nitrone and nitrile oxide. 7-[2-(alkoxyimino)-2-(aminothiazolyl) acetyl]cephalosporin having a quaternary ammonium group in the C-3 side chain showed excellent antibacterial activity against various test organisms.

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