1-<3,3-(ethylenedioxy)propyl>-4-(4-trifluoromethylphenyl)-1,2,5,6-tetrahydropyridine | 143017-45-2

• 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: 1-<3,3-(ethylenedioxy)propyl>-4-(4-trifluoromethylphenyl)-1,2,5,6-tetrahydropyridine
• 英文别名: 1-[2-(1,3-dioxolan-2-yl)ethyl]-4-[4-(trifluoromethyl)phenyl]-3,6-dihydro-2H-pyridine
• CAS: 143017-45-2
• 化学式: C₁₇H₂₀F₃NO₂
• 分子量: 327.347
• InChiKey: FDSVJNZTWWAEKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-<3,3-(ethylenedioxy)propyl>-4-(4-trifluoromethylphenyl)-1,2,5,6-tetrahydropyridine 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (+/-)-exo-6-(4-trifluoromethylphenyl)-1-azabicyclo<3.3.1>nonan-4-(endo)-ol hydrochloride
  参考文献：
  名称：

  Intramolecular Cyclization with Oxocarbenium Ion. Synthesis of 1-Azabicyclo[3.3.1]nonene and [3.2.1]octene Derivatives

  摘要：

  Hydroxy- and aryl-substituted 1-azabicyclo[3.3.1]nonene and [3.2.1]octene derivatives have been synthesized by the intramolecular cationic cyclization of 4-aryl-1,2,5,6-tetrahydropyridines bearing an acetal moiety in the nitrogen substituent. Factors governing the stereoselectivity of the ring closure step have been disclosed. Two compounds were resolved into the enantiomers and the absolute configuration of one of them was deduced from CD investigations. Among the new compounds substances with valuable antiamnesic effect have been found.

  DOI：

  10.3987/com-94-6975
• 作为产物：
  描述：

  2-(2-溴乙基)-1,3-二恶烷 、 4-(4-trifluoromethyl-phenyl)-1,2,3,6-tetrahydro-pyridine hydrochloride 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-<3,3-(ethylenedioxy)propyl>-4-(4-trifluoromethylphenyl)-1,2,5,6-tetrahydropyridine
  参考文献：
  名称：

  Intramolecular Cyclization with Oxocarbenium Ion. Synthesis of 1-Azabicyclo[3.3.1]nonene and [3.2.1]octene Derivatives

  摘要：

  Hydroxy- and aryl-substituted 1-azabicyclo[3.3.1]nonene and [3.2.1]octene derivatives have been synthesized by the intramolecular cationic cyclization of 4-aryl-1,2,5,6-tetrahydropyridines bearing an acetal moiety in the nitrogen substituent. Factors governing the stereoselectivity of the ring closure step have been disclosed. Two compounds were resolved into the enantiomers and the absolute configuration of one of them was deduced from CD investigations. Among the new compounds substances with valuable antiamnesic effect have been found.

  DOI：

  10.3987/com-94-6975

文献信息

• Intramolecular Cyclization with Oxocarbenium Ion. Synthesis of 1-Azabicyclo[3.3.1]nonene and [3.2.1]octene Derivatives
  作者：Sándor Sólyom、Gizella Ábrahám、Márta Szöllõsy、István Pallagi、Emese Csuzdi、István Ling、Beáta Vitális、Katalin Horváth、Edit J. Horváth、László G. Hársing Jr.、Judit Kajtár

  DOI：10.3987/com-94-6975

  日期：——

  Hydroxy- and aryl-substituted 1-azabicyclo[3.3.1]nonene and [3.2.1]octene derivatives have been synthesized by the intramolecular cationic cyclization of 4-aryl-1,2,5,6-tetrahydropyridines bearing an acetal moiety in the nitrogen substituent. Factors governing the stereoselectivity of the ring closure step have been disclosed. Two compounds were resolved into the enantiomers and the absolute configuration of one of them was deduced from CD investigations. Among the new compounds substances with valuable antiamnesic effect have been found.