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KMID : 0370220080520040311
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Yakhak Hoeji
2008 Volume.52 No. 4 p.311 ~ p.315
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Synthesis of 7-Arylidene Cephalosporanates for β-Lactamase Inhibitor
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Lee Jong-Min
Yim Chul-Bu
Im Chae-Uk
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Abstract
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The synthesis of 7-arylidene cephalosporanates for β-lactamase inhibitor was described. The reactions of substituted benzyl halides [1]~[3] with triphenylphosphine gave triphenylphosphonium chlorides [4]~[6]. These phosphonium salts were treated with n-butyllithium to give ylides, which were reated with 7-oxocephalosporanate [7] by Wittig reaction to afford the 7-exomethylene cephalosporanates [8]~[10]. These cephalosporanates were oxidized to cephalosporanate sulfones [11]~[13] with mCPBA. The deprotection of benzhydryl cephalosporanate [8]~[13] with AlCl3 and NaHCO3 gave sodium salts of 7-arylidene cephalosporanates [14]~[19].
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KEYWORD
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7-arylidene cephalosporanates, β-lactamase inhibitors
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