N-[(1R,3S,4S,8S)-3,8-diphenyl-5-sulfanylidene-2-thia-6-azabicyclo[2.2.2]octan-1-yl]acetamide | 134891-46-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻庚烷
• 英文名称: N-[(1R,3S,4S,8S)-3,8-diphenyl-5-sulfanylidene-2-thia-6-azabicyclo[2.2.2]octan-1-yl]acetamide
• CAS: 134891-46-6
• 化学式: C₂₀H₂₀N₂OS₂
• 分子量: 368.524
• InChiKey: WQZRJXBJYVPGNZ-AJYBTWMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.99
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  41.13
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (E)-3-phenylprop-2-enethioamide 、 乙酰氯 在 吡啶 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以39%的产率得到N-[(1R,3S,4S,8S)-3,8-diphenyl-5-sulfanylidene-2-thia-6-azabicyclo[2.2.2]octan-1-yl]acetamide
  参考文献：
  名称：

  Formation and mechanistic implication of a novel thiaazabicyclooctane derivative drug the cycloaddition of n-acetyl cinnamic acid thioamide

  摘要：

  In the course of synthesizing thiopyran 3a, the novel thiaazabicyclooctane derivative 8, a precursor to 3a, has been isolated as a major product. The formation of 8 provides further insight into the mechanism of the [4+ 2] cycloaddition involving 1a, which we have previously discussed to be an efficient way of generating usefully functionalised dihydrothiopyrans. The structure of compound 8 was established by detailed NMR investigations.

  DOI：

  10.1016/s0040-4039(00)74373-5