YAKHAK HOEJI (약학회지)

The Pharmaceutical Society of Korea (대한약학회)
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Synthesis of 3-substituted 7-Halocephalosporanate Derivatives

3치환 7-할로세팔로스폴린 유도체의 합성

  • Gu, Young-Jun (Division of Medicinal Chemistry, College of Pharmacy, Chung-ang University) ;
  • Song, Jin-Won (Division of Medicinal Chemistry, College of Pharmacy, Chung-ang University) ;
  • Yim, Cul-Bu (Division of Medicinal Chemistry, College of Pharmacy, Chung-ang University) ;
  • Im, Chae-Uk (Division of Medicinal Chemistry, College of Pharmacy, Chung-ang University)
  • 구영준 (중앙대학교 약학대학 의약화학 교실) ;
  • 송진원 (중앙대학교 약학대학 의약화학 교실) ;
  • 임철부 (중앙대학교 약학대학 의약화학 교실) ;
  • 임채욱 (중앙대학교 약학대학 의약화학 교실)
  • Published : 2006.12.31
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Abstract

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).

Keywords

References

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