Archives of Pharmacal Research

, Volume 22, Issue 1, pp 68–71 | Cite as

Synthesis of 6-exomethylenepenams as β-lactamase inhibitors

  • Chaeuk Im
  • Jung Suk Oh
  • Chul Bu Yim
Research Articles Medicinal Chemistry


The 6,6-dibromopenam (6) was treated with CH3MgBr and carbaldehyde5 to afford the hydroxy compound7, which was reacted with acetic anhydride to give acetoxy compound8. The deacetobromination of8 with zinc and acetic acid gave 6-exomethylenepenams,E-isomer10 andZ-isomer9, which was oxidized to sulfone11 bym-CPBA. Thep-methoxybenzyl compounds were deprotected by AlCl3 and neutralized to give the sodium salts12, 13 and14.

Key words

Triazole 6-Exomethylenepenam β-Lactamase Inhibitors 


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References Cited

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Copyright information

© The Pharmaceutical Society of Korea 1999

Authors and Affiliations

  • Chaeuk Im
    • 1
  • Jung Suk Oh
    • 1
  • Chul Bu Yim
    • 1
  1. 1.College of PharmacyChung-Ang UniversitySeoulKorea

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