8,9-dimethoxy-2,4,5,6-tetrahydro-1H-cyclopenta[d][3]benzazepin-3-one | 1238587-70-6

• 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: 8,9-dimethoxy-2,4,5,6-tetrahydro-1H-cyclopenta[d][3]benzazepin-3-one
• CAS: 1238587-70-6
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: XWJUFVSMWWIODN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-[2-(2-Chloroethyl)-4,5-dimethoxyphenyl]cyclopent-2-en-1-one 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以71%的产率得到8,9-dimethoxy-2,4,5,6-tetrahydro-1H-cyclopenta[d][3]benzazepin-3-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

文献信息

• One-Pot Synthesis of Aminoenone via Direct Reaction of the Chloroalkyl Enone with NaN₃: Rapid Access to Polycyclic Alkaloids
  作者：Yu-Ming Zhao、Peiming Gu、Yong-Qiang Tu、Hai-Jun Zhang、Qing-Wei Zhang、Chun-An Fan

  DOI：10.1021/jo101226r

  日期：2010.8.6

  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.