8-(2,2,2-trichloroethoxycarbonyl)-8-azabicyclo[3.2.1]octan-3-spiro-2'-(1',3'-dioxolane)-6-one | 799815-25-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 8-(2,2,2-trichloroethoxycarbonyl)-8-azabicyclo[3.2.1]octan-3-spiro-2'-(1',3'-dioxolane)-6-one
• CAS: 799815-25-1
• 化学式: C₁₂H₁₄Cl₃NO₅
• 分子量: 358.606
• InChiKey: BFAVJWWWGBHNCI-UHFFFAOYSA-N

物化性质

• 沸点：
  457.6±45.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  8-(2,2,2-trichloroethoxycarbonyl)-8-azabicyclo[3.2.1]octan-3-spiro-2'-(1',3'-dioxolane)-6-one 在 溶剂黄146 、 锌 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 51.0h， 生成 6β-(3,4-methylenedioxyphenyl)-8-azabicyclo[3.2.1]octan-3-spiro-2'-(1',3'-dioxolane)-6-ol
  参考文献：
  名称：

  Synthesis and biological evaluation of bicyclic and tricyclic substituted nortropane derivatives: discovery of a novel selective α1D-adrenergic receptor ligand

  摘要：

  A range of 3,6,6-trisubstituted nortropane derivatives based upon 6beta-phenyltropane-3beta,6alpha-diol have been synthesised from 6beta-hydroxytropinone, including some novel related tricyclic hemi-ketal and tricyclic ketal compounds. Derivatives were assessed for pharmacological affinity and selectivity at alpha(1)-adrenergic receptors, and 6beta-phenyl-8-azabicyclo[3.2.1]octan-3-spiro-2'-(1',3'-dioxolane)-6-ol, a novel lead compound selective for the alpha (1D)-adrenergic receptor, is reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.063
• 作为产物：
  描述：

  8-(2,2,2-trichloroethoxycarbonyl)-8-azabicyclo[3.2.1]octan-3-spiro-2'-(1',3'-dioxolane)-6β-ol 在 磷酸 、 N,N'-二环己基碳二亚胺 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以71%的产率得到8-(2,2,2-trichloroethoxycarbonyl)-8-azabicyclo[3.2.1]octan-3-spiro-2'-(1',3'-dioxolane)-6-one
  参考文献：
  名称：

  Synthesis and biological evaluation of bicyclic and tricyclic substituted nortropane derivatives: discovery of a novel selective α1D-adrenergic receptor ligand

  摘要：

  A range of 3,6,6-trisubstituted nortropane derivatives based upon 6beta-phenyltropane-3beta,6alpha-diol have been synthesised from 6beta-hydroxytropinone, including some novel related tricyclic hemi-ketal and tricyclic ketal compounds. Derivatives were assessed for pharmacological affinity and selectivity at alpha(1)-adrenergic receptors, and 6beta-phenyl-8-azabicyclo[3.2.1]octan-3-spiro-2'-(1',3'-dioxolane)-6-ol, a novel lead compound selective for the alpha (1D)-adrenergic receptor, is reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.063