Bulletin of the Korean Chemical Society

  • 제10권4호
  • /
  • Pages.366-368
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  • 1989
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Novel Synthesis of C-3 Vinylic Cephem Systems

  • 발행 : 1989.08.20
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초록

The 3-formyl-2-cephem 4, available from 7-aminocephalosporanic acid has been converted to C-3 vinylic cephems. The reactions involved are the Grignard addition to 4, the conversion of the resulting alcohols to mesylates, and the elimination of the mesyl group by LiCl. When ethylmagnesium iodide is used, only 3-[(E)-1-propenyl] cephem is obtained, which is not easily available by conventional Wittig reaction.

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참고문헌

  1. J. Antibiotics v.38 no.12 H. Yamanaka;T. Chiba;K. Kawabata;H. Takasugi;T. Masugi;T. Takaya
  2. USP 4,423,213 Fujisawa Pharmaceutical Company
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  4. USP 4,619,925 Bristol-Myers Company
  5. Recent Advances in the Chemistry of ${\beta}$-Lactam Antibiotics A. H. Shingler;N. G. Weir;J. Elks(ed.)
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  8. J. Org. Chem. v.36 E. W. Collington;A. I. Meyers
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  10. J. Org. Chem. v.43 W. C. Still;M. Kahn;A. Mitra

피인용 문헌

  1. ChemInform Abstract: Novel Synthesis of C‐3 Vinylic Cephem Systems. vol.21, pp.18, 1989, https://doi.org/10.1002/chin.199018296