(1S,4R,7S,8S,11R)-6-Isopropyl-7-(methoxycarbonyl)-3,11-dimethyl-3-azatricyclo<6.2.1.0^4,11>undecan-5-one | 156555-70-3

• 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: (1S,4R,7S,8S,11R)-6-Isopropyl-7-(methoxycarbonyl)-3,11-dimethyl-3-azatricyclo<6.2.1.0^4,11>undecan-5-one
• CAS: 156555-70-3
• 化学式: C₁₇H₂₇NO₃
• 分子量: 293.406
• InChiKey: CBDAOVWBKMOXIU-AZUZGGDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 6-Isopropyl-1,7b-dimethyl-7-oxo-decahydro-cyclopenta[cd]indole-5-carboxylic acid 以 甲醇 为溶剂， 生成 (1S,4R,7S,8S,11R)-6-Isopropyl-7-(methoxycarbonyl)-3,11-dimethyl-3-azatricyclo<6.2.1.0^4,11>undecan-5-one 、 (1R,4S,7R,8R,11S)-6-Isopropyl-7-(methoxycarbonyl)-3,11-dimethyl-3-azatricyclo<6.2.1.0^4,11>undecan-5-one
  参考文献：
  名称：

  Formal Total Synthesis of (-)-Dendrobine Using Zirconium-Promoted Reductive Cyclization

  摘要：

  The alkaloid (-)-dendrobine was synthesized from (+)-calvone by a short sequence using zirconium-promoted reductive cyclization. The absolute configuration of a synthetic intermediate was determined by an improved version of Mosher's method.

  DOI：

  10.1021/jo00098a022

文献信息

• Formal Total Synthesis of (-)-Dendrobine Using Zirconium-Promoted Reductive Cyclization
  作者：Noriaki Uesaka、Fumihiko Saitoh、Miwako Mori、Masakatsu Shibasaki、Kimio Okamura、Tadamasa Date

  DOI：10.1021/jo00098a022

  日期：1994.9

  The alkaloid (-)-dendrobine was synthesized from (+)-calvone by a short sequence using zirconium-promoted reductive cyclization. The absolute configuration of a synthetic intermediate was determined by an improved version of Mosher's method.