2-((1E,3E,5E,9E)-dodeca-1,3,5,9-tetraenyl)piperidine-1-carboxylic acid tert-butyl ester | 1192881-45-0

• 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: 2-((1E,3E,5E,9E)-dodeca-1,3,5,9-tetraenyl)piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 2-[(1E,3E,5E,9E)-dodeca-1,3,5,9-tetraenyl]piperidine-1-carboxylate
• CAS: 1192881-45-0
• 化学式: C₂₂H₃₅NO₂
• 分子量: 345.525
• InChiKey: SHZAHNZKYZMGBO-JAQZCCRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-((1E,3E,5E,9E)-dodeca-1,3,5,9-tetraenyl)piperidine-1-carboxylic acid tert-butyl ester 在 2,6-二甲基吡啶 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 以40%的产率得到2-((1E,3E,5E,9E)-dodeca-1,3,5,9-tetraenyl)piperidine
  参考文献：
  名称：

  Synthesis of a Model Compound of Corydendramine A via a Julia Coupling

  摘要：

  The synthesis of the tetraenylpiperidine 12, which has the same core structure as the natural product corydendramine A, has been completed in eight steps starting from 2-piperidinemethanol 3 and trans,trans-2,6-nonadienal 6. The key step of the synthesis was a Julia coupling of sulfone (10) with aldehyde (5) to form a conjugated triene.

  DOI：

  10.1080/00397910902788208
• 作为产物：
  描述：

  2-[(2E,4E,8E)-undeca-2,4,8-triene-1-sulfonyl]benzothiazole 、 1-BOC-2-哌啶甲醛 在 18-冠醚-6 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到2-((1E,3E,5E,9E)-dodeca-1,3,5,9-tetraenyl)piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of a Model Compound of Corydendramine A via a Julia Coupling

  摘要：

  The synthesis of the tetraenylpiperidine 12, which has the same core structure as the natural product corydendramine A, has been completed in eight steps starting from 2-piperidinemethanol 3 and trans,trans-2,6-nonadienal 6. The key step of the synthesis was a Julia coupling of sulfone (10) with aldehyde (5) to form a conjugated triene.

  DOI：

  10.1080/00397910902788208

文献信息

• Synthesis of a Model Compound of Corydendramine A via a Julia Coupling
  作者：Maddy McCrea-Hendrick、Christopher J. Nichols

  DOI：10.1080/00397910902788208

  日期：2009.9.18

  The synthesis of the tetraenylpiperidine 12, which has the same core structure as the natural product corydendramine A, has been completed in eight steps starting from 2-piperidinemethanol 3 and trans,trans-2,6-nonadienal 6. The key step of the synthesis was a Julia coupling of sulfone (10) with aldehyde (5) to form a conjugated triene.