4,5-Dimethoxy-10-azatetracyclo[8.6.1.02,7.013,17]heptadeca-1(17),2,4,6,12-pentaen-11-one | 99003-87-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 4,5-Dimethoxy-10-azatetracyclo[8.6.1.02,7.013,17]heptadeca-1(17),2,4,6,12-pentaen-11-one
• CAS: 99003-87-9
• 化学式: C₁₈H₁₉NO₃
• 分子量: 297.354
• InChiKey: DXZHLDDSZXNNSM-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：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-Dimethoxy-10-azatetracyclo[8.6.1.02,7.013,17]heptadeca-1(17),2,4,6,12-pentaen-11-one 在 氢气 、 palladium(II) hydroxide 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 72.0h， 以75%的产率得到
  参考文献：
  名称：

  One-Pot Synthesis of Aminoenone via Direct Reaction of the Chloroalkyl Enone with NaN₃: Rapid Access to Polycyclic Alkaloids

  摘要：

  A new one-pot procedure for the preparation of aminoenone from chloroalkyl enone and sodium azide was demonstrated. The structure of the presumed triazoline intermediate in this process was confirmed by X-ray analysis for the first time. As the application of this methodology, the synthesis of polycyclic alkaloid hexahydroapoerysopine (1a) was achieved through an efficient synthetic route.

  DOI：

  10.1021/jo101226r
• 作为产物：
  描述：

  5-acetyl-9,10-dimethoxy-2,3,6,7-tetrahydro-1H-benzo[d][1]benzazepin-4-one 在 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以59%的产率得到4,5-Dimethoxy-10-azatetracyclo[8.6.1.02,7.013,17]heptadeca-1(17),2,4,6,12-pentaen-11-one
  参考文献：
  名称：

  One-Pot Synthesis of Aminoenone via Direct Reaction of the Chloroalkyl Enone with NaN₃: Rapid Access to Polycyclic Alkaloids

  摘要：

  A new one-pot procedure for the preparation of aminoenone from chloroalkyl enone and sodium azide was demonstrated. The structure of the presumed triazoline intermediate in this process was confirmed by X-ray analysis for the first time. As the application of this methodology, the synthesis of polycyclic alkaloid hexahydroapoerysopine (1a) was achieved through an efficient synthetic route.

  DOI：

  10.1021/jo101226r