6-氮杂二环[3.2.1]辛烷-7-酮,1-氯-8-(氯甲基)-5-甲基-2-(1-甲基乙烯基)- | 138816-57-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 中文名称: 6-氮杂二环[3.2.1]辛烷-7-酮,1-氯-8-(氯甲基)-5-甲基-2-(1-甲基乙烯基)-
• 英文名称: 1-chloro-8-(chloromethyl)-5-methyl-2-prop-1-en-2-yl-6-azabicyclo[3.2.1]octan-7-one
• CAS: 138816-57-6
• 化学式: C₁₂H₁₇Cl₂NO
• 分子量: 262.179
• InChiKey: DEDYXJBCMGWKCG-UHFFFAOYSA-N

物化性质

• 沸点：
  397.9±37.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2,2,2-三氯-n-(1,5-二甲基-1-乙烯基-4-己烯)乙酰胺 在 tris(triphenylphosphine)ruthenium(II) chloride 作用下， 以 xylene 为溶剂， 反应 8.0h， 生成 6-氮杂二环[3.2.1]辛烷-7-酮,1-氯-8-(氯甲基)-5-甲基-2-(1-甲基乙烯基)-
  参考文献：
  名称：

  Transition metal catalyzed radical cyclization: new preparative route to .gamma.-lactams from allylic alcohols via the [3.3]-sigmatropic rearrangement of allylic trichloroacetimidates and the subsequent ruthenium-catalyzed cyclization of N-allyltrichloroacetamides

  摘要：

  A sequence of reactions including [3.3]-sigmatropic rearrangement of allyl trichloroacetimidates (Overman rearrangement) followed by ruthenium-catalyzed cyclization of N-allyltrichloroacetamides provided a novel method for preparing trichlorinated gamma-lactams from allylic alcohols. No delta-lactam was formed as a byproduct. The cyclization of secondary N-allyltrichloroacetamides proceeded with good diastereoselectivity. Two types of tandem cyclizations to form bicyclic lactams took place in the cyclization of N-allyltrichloroacetamides from geraniol and linalool.

  DOI：

  10.1021/jo00032a016