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KMID : 0370220040480050303
Yakhak Hoeji
2004 Volume.48 No. 5 p.303 ~ p.308
Synthesis of 6-Triazole Exomethylenepenams Derivatives
±è¿¬¼÷/Kim YS
¿ÀÁ¤¼®/ÀÓä¿í/ÀÓöºÎ/Oh JS/Im CU/Yim CB
Abstract
The synthesis of new 6-triazole exomethylenepenams was described. The 6,6- dibromopenam 5 was reacted with CH3MgBr and substituted triazole 4 to afford the 6-bromo pe nicillanate 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 AlCl3 and neutralized to give the sodium salts 12~17.
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