2,6-diazido-9-thiabicyclo[3.3.1]nonane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻烷
• 英文名称: 2,6-diazido-9-thiabicyclo[3.3.1]nonane
• 英文别名: (1R,2R,5R,6R)-2,6-diazido-9-thiabicyclo[3.3.1]nonane
• 化学式: C₈H₁₂N₆S
• 分子量: 224.289
• InChiKey: AWPMJOBQQRGOJL-WCTZXXKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-dichloro-9-thiabicyclo[3.3.1]nonane 在 sodium azide 作用下， 以 水 为溶剂， 反应 2.0h， 生成 2,6-diazido-9-thiabicyclo[3.3.1]nonane 、 (+)-2,6-diazido-9-thiabicyclo[3.3.1]nonane
  参考文献：
  名称：

  2,6-Dichloro-9-thiabicyclo[3.3.1]nonane:  A Privileged, Bivalent Scaffold for the Display of Nucleophilic Components

  摘要：

  The title compound, the condensation product of sulfur dichloride and 1,5-cyclooctadiene, is a reliable acceptor of a wide variety of heteroatom nucleophiles, sometimes in reversible fashion. Optical resolution of the core structure has been achieved and preserved in succeeding transformations. The high reactivity and reliable stereochemical control afforded by this system illustrates the power of neighboring-group participation by the sulfur center.

  DOI：

  10.1021/jo015632y

文献信息

• 2,6-Dichloro-9-thiabicyclo[3.3.1]nonane:  A Privileged, Bivalent Scaffold for the Display of Nucleophilic Components
  作者：Antonella Converso、Kristina Burow、Andreas Marzinzik、K. Barry Sharpless、M. G. Finn

  DOI：10.1021/jo015632y

  日期：2001.6.1

  The title compound, the condensation product of sulfur dichloride and 1,5-cyclooctadiene, is a reliable acceptor of a wide variety of heteroatom nucleophiles, sometimes in reversible fashion. Optical resolution of the core structure has been achieved and preserved in succeeding transformations. The high reactivity and reliable stereochemical control afforded by this system illustrates the power of neighboring-group participation by the sulfur center.