• Title/Summary/Keyword: 7-arylidene cephalosporanates${\beta}-lactamase$ inhibitors

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Synthesis of 7-Arylidene Cephalosporanates for ${\beta}-lactamase$ Inhibitor (${\beta}-Lactamase$ 억제작용이 기대되는 7-Arylidene Cephalosporanate 유도체의 합성)

  • Lee, Jong-Min;Yim, Chul-Bu;Im, Chae-Uk
    • YAKHAK HOEJI
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    • v.52 no.4
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    • pp.311-315
    • /
    • 2008
  • The synthesis of 7-arylidene cephalosporanates for ${\beta}-lactamase$ inhibitor was described. The reactions of substituted benzyl halides $[1]{\sim}[3]$ with triphenylphosphine gave triphenylphcsphonium chlorides $[4]{\sim}[6]$. 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 $[8]{\sim}[10]$. These cephalosporanates were oxidized to cephalosporanate sulfones $[11]{\sim}[13]$ with mCPBA. The deprotection of benzhydryl cephalosporanate $[8]{\sim}[13]$ with $AlCl_3$ and $NaHCO_{3}$ gave sodium salts of 7-arylidene cephalosporanates $[14]{\sim}[19]$.