N-hydroxyethyl exo-bicyclo[2.2.1]heptane-2,3-dicarboximide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-hydroxyethyl exo-bicyclo[2.2.1]heptane-2,3-dicarboximide
• 英文别名: (1S,2R,6S,7R)-4-(2-hydroxyethyl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: VSDUHIWUSGJHTJ-OJOKCITNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-二棕榈酰-sn-丙三醇 、 六乙基亚磷酸胺 、 N-hydroxyethyl exo-bicyclo[2.2.1]heptane-2,3-dicarboximide 在 碘 、 sulfur 作用下， 以 苯 为溶剂， 反应 6.5h， 以57.1%的产率得到[(2R)-3-[diethylamino-[2-[(1R,2S,6R,7S)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]decan-4-yl]ethoxy]phosphinothioyl]oxy-2-hexadecanoyloxypropyl] hexadecanoate
  参考文献：
  名称：

  Synthesis of Glycerophospholipid Conjugates of Cantharidin and Its Analogues

  摘要：

  A series of glycerophospholipid conjugates of cantharidin and its analogues were synthesized in a one-pot reaction, using hexaehtyl phosphorus triamide, activated by a catalytic amount of iodine, as the phosphorylating reagent. The structures of the title compounds were confirmed by H-1 NMR, P-31 NMR, IR and elemental analysis.

  DOI：

  10.1080/00397910008087266
• 作为产物：
  描述：

  C.I.酸性橙108 、 顺式-2,3-降冰片烷二羧酸酐 以 乙醇 为溶剂， 反应 2.5h， 以83.2%的产率得到N-hydroxyethyl exo-bicyclo[2.2.1]heptane-2,3-dicarboximide
  参考文献：
  名称：

  Synthesis of Glycerophospholipid Conjugates of Cantharidin and Its Analogues

  摘要：

  A series of glycerophospholipid conjugates of cantharidin and its analogues were synthesized in a one-pot reaction, using hexaehtyl phosphorus triamide, activated by a catalytic amount of iodine, as the phosphorylating reagent. The structures of the title compounds were confirmed by H-1 NMR, P-31 NMR, IR and elemental analysis.

  DOI：

  10.1080/00397910008087266