dimethyl (1R,8S,9S,10S,12R,13R)-14-benzoyl-11-benzyl-11,14-diazapentacyclo[6.5.1.02,7.09,13.010,12]tetradeca-2,4,6-triene-10,12-dicarboxylate | 332183-23-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dimethyl (1R,8S,9S,10S,12R,13R)-14-benzoyl-11-benzyl-11,14-diazapentacyclo[6.5.1.02,7.09,13.010,12]tetradeca-2,4,6-triene-10,12-dicarboxylate
• CAS: 332183-23-0
• 化学式: C₃₀H₂₆N₂O₅
• 分子量: 494.547
• InChiKey: PQWFWJHBOZAKLO-OCWQWJCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-benzoyl-7-azabenzobicyclo[2.2.1]heptadiene 、 dimethyl (1R,8S,9S,10S,12R,13R)-14-benzoyl-11-benzyl-11,14-diazapentacyclo[6.5.1.02,7.09,13.010,12]tetradeca-2,4,6-triene-10,12-dicarboxylate 以 苯 为溶剂， 以30%的产率得到
  参考文献：
  名称：

  Inside and outside N-bridged cavity systems: evidence for syn- and anti-atropisomers in scaffolds containing two N-benzoyl 7-azanorbornane units

  摘要：

  Alkene and aziridine reagents containing N-benzoyl 7-azanorbornane components have been prepared and used to construct [n]polynorbornanes in a block building protocol. The presence of syn- and anti-atropisomers involving the restricted rotation of the N-COPh bridge was established by H-1 NMR spectroscopy in an NNN-[3]polynorbornane 4 (outside bridges) whereas the anti-conformer dominated in a cavity NCOCOCN-[7]isopolynorbornane 8 (inside bridges, X-ray confirmation) prepared by a dual 1,3-dipolar addition of an acute-angled norbornene 6 with a hexacyclic bis-epoxide 7. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01939-0
• 作为产物：
  描述：

  苄基叠氮 以 苯 为溶剂， 反应 4.0h， 生成 dimethyl (1R,8S,9S,10S,12R,13R)-14-benzoyl-11-benzyl-11,14-diazapentacyclo[6.5.1.02,7.09,13.010,12]tetradeca-2,4,6-triene-10,12-dicarboxylate
  参考文献：
  名称：

  Inside and outside N-bridged cavity systems: evidence for syn- and anti-atropisomers in scaffolds containing two N-benzoyl 7-azanorbornane units

  摘要：

  Alkene and aziridine reagents containing N-benzoyl 7-azanorbornane components have been prepared and used to construct [n]polynorbornanes in a block building protocol. The presence of syn- and anti-atropisomers involving the restricted rotation of the N-COPh bridge was established by H-1 NMR spectroscopy in an NNN-[3]polynorbornane 4 (outside bridges) whereas the anti-conformer dominated in a cavity NCOCOCN-[7]isopolynorbornane 8 (inside bridges, X-ray confirmation) prepared by a dual 1,3-dipolar addition of an acute-angled norbornene 6 with a hexacyclic bis-epoxide 7. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01939-0

文献信息

• Inside and outside N-bridged cavity systems: evidence for syn- and anti-atropisomers in scaffolds containing two N-benzoyl 7-azanorbornane units
  作者：Ronald N Warrener、Guangxing Sun

  DOI：10.1016/s0040-4039(00)01939-0

  日期：2001.1

  Alkene and aziridine reagents containing N-benzoyl 7-azanorbornane components have been prepared and used to construct [n]polynorbornanes in a block building protocol. The presence of syn- and anti-atropisomers involving the restricted rotation of the N-COPh bridge was established by H-1 NMR spectroscopy in an NNN-[3]polynorbornane 4 (outside bridges) whereas the anti-conformer dominated in a cavity NCOCOCN-[7]isopolynorbornane 8 (inside bridges, X-ray confirmation) prepared by a dual 1,3-dipolar addition of an acute-angled norbornene 6 with a hexacyclic bis-epoxide 7. (C) 2001 Published by Elsevier Science Ltd.