7-amino-3-(2-furanylcarbonylthiomethyl)-3-cephem-4-carboxylic acid | 1027852-68-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 7-amino-3-(2-furanylcarbonylthiomethyl)-3-cephem-4-carboxylic acid
• 英文别名: (1S,8R)-8-amino-4-(furan-2-carbonylsulfanylmethyl)-7-oxo-2-thiabicyclo[4.2.0]oct-4-ene-5-carboxylic acid
• CAS: 1027852-68-1
• 化学式: C₁₄H₁₃NO₅S₂
• 分子量: 339.393
• InChiKey: JBIXGXFWFFHXMR-YWTFCRFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  161
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-amino-3-(2-furanylcarbonylthiomethyl)-3-cephem-4-carboxylic acid 在 三乙胺 、 磷酸 作用下， 以 二氯甲烷 、 水 、 乙酸乙酯 、 乙腈 为溶剂， 反应 1.5h， 以66.95%的产率得到ceftiofur
  参考文献：
  名称：

  [EN] A METHOD FOR MANUFACTURE OF CEFTIOFUR
  [FR] PROCEDE DE FABRICATION DE CEFTIOFUR

  摘要：

  公开号：

  WO2004039811A3

文献信息

• Method for manufacture of ceftiofur
  申请人：Tyagi Om Dutt

  公开号：US20080207912A1

  公开（公告）日：2008-08-28

  A process for preparation of ceftiofur of formula (I) of high purity and substantially free from impurities is disclosed. The process comprises reacting [2-(2-aminothiazol-4-yl)]-2-syn-methoxyimino acetic acid-2-benzothiazolyl thioester of formula (II), with 7-amino-3-(2-furanylcarbonylthiomethyl)-3-cephem-4-carboxylic acid of formula (III) in the presence of a mixture of an water-immescible inert organic solvent and water and in the presence of a organic base and isolating ceftiofur of formula (1) substantially free of impurities by, d) adding water to the reaction mixture and selectively partitioning the impurities in the organic phase and ceftiofur (I) in the form of a salt with the base in the aqueous phase, e) acidifying the aqueous phase containing ceftiofur (I) in the form of a salt with the base in the presence of a mixture containing a water-miscible and a water-immiscible organic solvent and in the presence of a saturated aqueous solution of an alkali or alkaline earth containing salt, to partition ceftiofur (I) in the organic phase, and f) isolating ceftiofur (I) of high purity and substantially free of impurities by evaporation of the organic solvent or precipitation by addition of a co-solvent.
• [EN] A METHOD FOR MANUFACTURE OF CEFTIOFUR<br/>[FR] PROCEDE DE FABRICATION DE CEFTIOFUR
  申请人：LUPIN LTD

  公开号：WO2004039811A3

  公开（公告）日：2004-08-12