(8R,9S,12R,13S,15S)-13-(nitromethyl)-8-phenyl-1-azatetracyclo[7.5.1.02,7.012,15]pentadeca-2,4,6-triene | 1311160-80-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (8R,9S,12R,13S,15S)-13-(nitromethyl)-8-phenyl-1-azatetracyclo[7.5.1.02,7.012,15]pentadeca-2,4,6-triene
• CAS: 1311160-80-1
• 化学式: C₂₁H₂₂N₂O₂
• 分子量: 334.418
• InChiKey: DOCZAFYAHIZNFD-CVVMMBEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-methyl 3-nitro-2-((3R,3aS,9R,9aS)-9-phenyl-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-3-yl)propanoate 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以74%的产率得到(8R,9S,12R,13S,15S)-13-(nitromethyl)-8-phenyl-1-azatetracyclo[7.5.1.02,7.012,15]pentadeca-2,4,6-triene
  参考文献：
  名称：

  Asymmetric Organocatalytic Synthesis of Complex Cyclopenta[b]quinoline Derivatives

  摘要：

  An efficient one-pot procedure that provides a direct access to polycyclic hexahydrocyclopenta[b]quinoline derivatives having five stereogenic centers has been developed. The system displays great tolerance toward different aldehydes, anilines, and nitroalkenes. The products are obtained In high yields and excellent enantio- and diastereoselectivities.

  DOI：

  10.1021/ol201328s

文献信息

• Asymmetric Organocatalytic Synthesis of Complex Cyclopenta[<i>b</i>]quinoline Derivatives
  作者：Kim L. Jensen、Gustav Dickmeiss、Bjarke S. Donslund、Pernille H. Poulsen、Karl Anker Jørgensen

  DOI：10.1021/ol201328s

  日期：2011.7.15

  An efficient one-pot procedure that provides a direct access to polycyclic hexahydrocyclopenta[b]quinoline derivatives having five stereogenic centers has been developed. The system displays great tolerance toward different aldehydes, anilines, and nitroalkenes. The products are obtained In high yields and excellent enantio- and diastereoselectivities.