N-(ethoxycarbonyl)ferrocenecarboxamide | 1338384-21-6

• 英文名称: N-(ethoxycarbonyl)ferrocenecarboxamide
• CAS: 1338384-21-6
• 化学式: C₁₄H₁₅FeNO₃
• 分子量: 301.125
• InChiKey: QRWLVYVSKYPJER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  cholesterol 、 N-(ethoxycarbonyl)ferrocenecarboxamide 在 PPh₃ 、 diethylazodicarboxylate 作用下， 以 四氢呋喃 为溶剂， 以56%的产率得到
  参考文献：
  名称：

  N-(ethoxycarbonyl)ferrocenecarboxamide: Synthesis and use as the pronucleophile in the Mitsunobu reaction

  摘要：

  The title compound has been synthesized in the reaction of ferrocene with ethoxycarbonyl isocyanate in methanesulfonic acid. It has been found that it undergoes N-alkylation with benzyl alcohols under classical Mitsunobu conditions (PPh3/DEAD). However, in the reaction with cholesterol and stigmasterol O-alkylation with inversion of configuration occurred (confirmed by hydrolysis of the product obtained from cholesterol to epicholesterol). The structure of the product obtained from p-nitrobenzyl alcohol was determined by X-ray diffraction. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.08.030
• 作为产物：
  描述：

  二茂铁 、 乙氧基羰酰异氰酸酯 在 methanesulfonic acid 作用下， 以 氯仿 为溶剂， 以68%的产率得到N-(ethoxycarbonyl)ferrocenecarboxamide
  参考文献：
  名称：

  N-(ethoxycarbonyl)ferrocenecarboxamide: Synthesis and use as the pronucleophile in the Mitsunobu reaction

  摘要：

  The title compound has been synthesized in the reaction of ferrocene with ethoxycarbonyl isocyanate in methanesulfonic acid. It has been found that it undergoes N-alkylation with benzyl alcohols under classical Mitsunobu conditions (PPh3/DEAD). However, in the reaction with cholesterol and stigmasterol O-alkylation with inversion of configuration occurred (confirmed by hydrolysis of the product obtained from cholesterol to epicholesterol). The structure of the product obtained from p-nitrobenzyl alcohol was determined by X-ray diffraction. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.08.030