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Synthesis of 6-Triazole Exomethylenepenams Derivatives  

김연숙 (중앙대학교 약학대학 의약화학 교실)
오정석 (중앙대학교 약학대학 의약화학 교실)
임채욱 (중앙대학교 약학대학 의약화학 교실)
임철부 (중앙대학교 약학대학 의약화학 교실)
Publication Information
YAKHAK HOEJI / v.48, no.5, 2004 , pp. 303-308 More about this Journal
Abstract
The synthesis of new 6-triazole exomethylenepenams was described. The 6,6-dibromopenam 5 was reacted with $CH_3$MgBr and substituted triazole 4 to afford the 6-bromo penicillanate 6, which was treated with acetic anhydride to give acetoxy compound 7. The deacetobromination of acetoxy compound 7 with zinc and acetic acid gave 6-exomethylene penams 8 and 9, which were oxidized to sulfones 10 and 11 by m-CPBA. The p-methoxybenzyl compounds 6-11 were deprotected by AlCl$_3$ and neutralized to give the sodium salts 12-17.
Keywords
6-exomethylene penam, $\beta$-lactamase inhibitors;
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