di-tert-butyl 4-hydroxy-5-(1H-indol-3-yl)-1-oxo-4,5-dihydroazepino[3,4-b]indole-2,10(1H,3H)-dicarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: di-tert-butyl 4-hydroxy-5-(1H-indol-3-yl)-1-oxo-4,5-dihydroazepino[3,4-b]indole-2,10(1H,3H)-dicarboxylate
• 英文别名: ditert-butyl (4S,5R)-4-hydroxy-5-(1H-indol-3-yl)-1-oxo-4,5-dihydro-3H-azepino[3,4-b]indole-2,10-dicarboxylate
• 化学式: C₃₀H₃₃N₃O₆
• 分子量: 531.609
• InChiKey: LHJIUFXJXQHJAB-PKTZIBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  39
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  di-tert-butyl 4-hydroxy-5-(1H-indol-3-yl)-1-oxo-4,5-dihydroazepino[3,4-b]indole-2,10(1H,3H)-dicarboxylate 在 silica gel 作用下， 以75%的产率得到4-hydroxy-5-(1H-indol-3-yl)-2,3,4,5-tetrahydroazepino[3,4-b]indol-1(10H)-one
  参考文献：
  名称：

  Synthesis of novel hymenialdisine analogues using solvent-free and silica gel-promoted ring opening of epoxides

  摘要：

  A silica gel-promoted regioselective ring-opening reaction of epoxides with indoles and pyrrole under mild and solvent-free conditions is described. This reaction provides a synthetic pathway for a diverse class of novel hymenialdisine analogues. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.092
• 作为产物：
  描述：

  吲哚 、 di-tert-butyl 4-oxo-1a,2,4,9c-tetrahydrooxireno[2',3':5,6]azepino[3,4-b]indole-3,5-dicarboxylate 在 silica gel 作用下， 反应 1.5h， 以67%的产率得到di-tert-butyl 4-hydroxy-5-(1H-indol-3-yl)-1-oxo-4,5-dihydroazepino[3,4-b]indole-2,10(1H,3H)-dicarboxylate
  参考文献：
  名称：

  Synthesis of novel hymenialdisine analogues using solvent-free and silica gel-promoted ring opening of epoxides

  摘要：

  A silica gel-promoted regioselective ring-opening reaction of epoxides with indoles and pyrrole under mild and solvent-free conditions is described. This reaction provides a synthetic pathway for a diverse class of novel hymenialdisine analogues. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.092