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KMID : 0370220030470050288
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Yakhak Hoeji
2003 Volume.47 No. 5 p.288 ~ p.292
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Synthesis of 6-Exomethylene Penams Derivatives
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임채욱/Im CU/
윤상배/김용현/정미량/임철부/Yoon SB/Kim YH/Chung MR/Yim CB
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Abstract
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The synthesis of new 6-exomethylene penams with substituted triazole ring was described. The 6,6-dibromopenam 5 was reacted with CH3MgBr 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 aicd gave 6-exomethylene penams 8, which was oxidized to sulfones 9 by m-CPBA. The p-methoxybenzyl compounds 6~9 were deprotected by AlCl3 and neutralized to give the sodium salts 10~13.
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