9-O-ethyl 11-O-methyl 3,5-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13),11-pentaene-9,11-dicarboxylate | 1187386-67-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 9-O-ethyl 11-O-methyl 3,5-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13),11-pentaene-9,11-dicarboxylate
• CAS: 1187386-67-9
• 化学式: C₁₆H₁₆N₂O₄
• 分子量: 300.314
• InChiKey: SASPVEXXHQUPIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  81.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9-O-ethyl 11-O-methyl 3,5-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13),11-pentaene-9,11-dicarboxylate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 72.0h， 以85%的产率得到
  参考文献：
  名称：

  Multistep synthesis of a new tricyclic azaindole-based scaffold

  摘要：

  In this Letter the synthetic pathway adopted for the preparation of a new functionalized tricyclic scaffold containing the 7-azaindole moiety is presented. An intramolecular palladium-mediated reaction is described as the crucial step for a condensed seven-membered ring formation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.126
• 作为产物：
  描述：

  1-O-ethyl 5-O-methyl 2-(3-bromo-1H-pyrrolo[2,3-b]pyridin-4-yl)-4-methylidenepentanedioate 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) 、 四丁基醋酸铵 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以30%的产率得到9-O-ethyl 11-O-methyl 3,5-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13),11-pentaene-9,11-dicarboxylate
  参考文献：
  名称：

  Multistep synthesis of a new tricyclic azaindole-based scaffold

  摘要：

  In this Letter the synthetic pathway adopted for the preparation of a new functionalized tricyclic scaffold containing the 7-azaindole moiety is presented. An intramolecular palladium-mediated reaction is described as the crucial step for a condensed seven-membered ring formation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.126

文献信息

• Multistep synthesis of a new tricyclic azaindole-based scaffold
  作者：Mauro Angiolini、Andrea Lombardi Borgia、Tiziano Bandiera

  DOI：10.1016/j.tetlet.2009.06.126

  日期：2009.9

  In this Letter the synthetic pathway adopted for the preparation of a new functionalized tricyclic scaffold containing the 7-azaindole moiety is presented. An intramolecular palladium-mediated reaction is described as the crucial step for a condensed seven-membered ring formation. (C) 2009 Elsevier Ltd. All rights reserved.