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KMID : 0043319990220010068
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Archives of Pharmacal Research
1999 Volume.22 No. 1 p.68 ~ p.71
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Synthesis of 6-Exomethylenepenams as β-Lactamase Inhibitors
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Im Cha-Euk
Oh Jung-Suk
Yim Chul-Bu
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Abstract
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The 6,6-dibromopenam (6) was treated with CH3MgBr and carbaldehyde 5 to afford the hydroxy compound 7, which was reacted with acetic anhydride to give acetoxy compound 8. The deacetobromination of 8 with zinc and acetic acid gave 6-exomethylenepenams, E-isomer 10 and Z-isomer 9, which was oxidized to sulfone 11 by m-CPBA. The p-methoxybenzyl compounds were deprotected by AlCl3 and neutralized to give the sodium salts 12, 13, and 14.
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KEYWORD
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Triazole, 6-Exomethylenepenam, β-Lactamase Inhibitors
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