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Synthesis of 6-Exomethylene Penams Derivatives  

임채욱 (중앙대학교 약학대학 의약화학 교실)
윤상배 (중앙대학교 약학대학 의약화학 교실)
김용현 (중앙대학교 약학대학 의약화학 교실)
정미량 (중앙대학교 약학대학 의약화학 교실)
임철부 (중앙대학교 약학대학 의약화학 교실)
Publication Information
YAKHAK HOEJI / v.47, no.5, 2003 , pp. 288-292 More about this Journal
Abstract
The synthesis of new 6-exomethylene penams with substituted triazole ring 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, which was oxidized to sulfones 9 by m-CPBA. The p-methoxybenzyl compounds 6∼9 were deprotected by AlCl$_3$ and neutralized to give the sodium salts 10∼13.
Keywords
6-exomethylene penam; $\beta$-lactamase inhibitors;
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