N-nosyl-1-iodopropyl-4,4-dimethyl-8-azabicyclo[3.2.1]oct-6-en-one | 1403230-15-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-nosyl-1-iodopropyl-4,4-dimethyl-8-azabicyclo[3.2.1]oct-6-en-one
• CAS: 1403230-15-8
• 化学式: C₁₈H₂₁IN₂O₅S
• 分子量: 504.346
• InChiKey: NFUNREBPWLXBSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  97.59
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-nosyl-1-iodopropyl-4,4-dimethyl-8-azabicyclo[3.2.1]oct-6-en-one 在 2,6-二甲基吡啶 、 silver trifluoroacetate 、 六甲基二硅氮烷 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 C₁₈H₂₀N₂O₅S
  参考文献：
  名称：

  Concise [4+3] cycloaddition reaction of pyrroles leading to tropinone derivatives

  摘要：

  A concise [4+3] cycloaddition reaction of pyrroles with 2-(silyloxy)allyl cations has been developed. The oxyallyl cations stabilized with a methylthio group or geminal methyl groups were generated from the corresponding allylic alcohols under the influence of a Bronsted acid (Tf2NH), respectively. The use of N-nosyl-protected pyrroles as the four-carbon unit was found to give tropinone derivatives in high yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.130
• 作为产物：
  描述：

  3-Methyl-2-tri(propan-2-yl)silyloxybut-2-en-1-ol 、 C₇H₁₀IN 在 双三氟甲烷磺酰亚胺 作用下， 以33%的产率得到N-nosyl-1-iodopropyl-4,4-dimethyl-8-azabicyclo[3.2.1]oct-6-en-one
  参考文献：
  名称：

  Concise [4+3] cycloaddition reaction of pyrroles leading to tropinone derivatives

  摘要：

  A concise [4+3] cycloaddition reaction of pyrroles with 2-(silyloxy)allyl cations has been developed. The oxyallyl cations stabilized with a methylthio group or geminal methyl groups were generated from the corresponding allylic alcohols under the influence of a Bronsted acid (Tf2NH), respectively. The use of N-nosyl-protected pyrroles as the four-carbon unit was found to give tropinone derivatives in high yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.130