• Title/Summary/Keyword: 7-halocephalosporanate

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Synthesis of 3-substituted 7-Halocephalosporanate Derivatives (3치환 7-할로세팔로스폴린 유도체의 합성)

  • Gu, Young-Jun;Song, Jin-Won;Yim, Cul-Bu;Im, Chae-Uk
    • YAKHAK HOEJI
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    • v.50 no.6
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    • pp.393-397
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    • 2006
  • The synthesis of new 3-substituted 7-halocephalosporanates was described. 7-ACA was reacted with thiols at pH 6.5${\sim}$6.8 to afford the 3-substituted 7-ACA (1), which was treated with diphenyldiazomethane to give diphenylmethyl 7-aminocephalosporanate (2). The Halogenation of 7-aminocephalosporanate (2) with NaNO$_2$, KBr and H$_2$SO$_4$ gave 7-bro-mocephalosporanate (3) and with NaNO$_2$, HCI gave 7-chlorocephalosporanate (4). Diphenylmethyl cephalosporanate (2${\sim}$4) were deprotected by AIC1$_3$ in anisole and neutralized to give the sodium cephalosporanate (5${\sim}$7).