{2-[6-(5-cyanopentyl)pyridin-2-yl]methyl}-2-nitrobenzenesulfonamide | 404034-89-5

• 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: {2-[6-(5-cyanopentyl)pyridin-2-yl]methyl}-2-nitrobenzenesulfonamide
• 英文别名: N-[[6-(5-cyanopentyl)pyridin-2-yl]methyl]-2-nitrobenzenesulfonamide
• CAS: 404034-89-5
• 化学式: C₁₈H₂₀N₄O₄S
• 分子量: 388.447
• InChiKey: ICODXDKPRMGBCA-UHFFFAOYSA-N

物化性质

• 沸点：
  622.8±65.0 °C(Predicted)
• 密度：
  1.303±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  {2-[6-(5-cyanopentyl)pyridin-2-yl]methyl}-2-nitrobenzenesulfonamide 在 dimethyl sulfide borane 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 生成 2-bromo-N-(5-{6-[2-(2-nitrobenzenesulfonylamino)methyl]pyridin-2-yl}hexyl) acetamide
  参考文献：
  名称：

  Palladium(0)-Catalyzed Coupling of Organozinc Iodide Reagents with Bromopyridines:  Synthesis of Selectively Protected Pyridine-Containing Azamacrocycles

  摘要：

  The synthesis of azamacrocycles in which the ring nitrogens are regioselectively functionalized is described. An organozinc palladium(0)-catalyzed coupling with an appropriately functionalized bromopyridine generated a key intermediate, which was transformed in two steps to a desired precursor and subjected to an intramolecular N-alkylation to effect a macrocyclization affording selectively protected azamacrocycles 1-3.

  DOI：

  10.1021/jo0109523
• 作为产物：
  描述：

  6-溴-2-吡啶甲胺 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 {2-[6-(5-cyanopentyl)pyridin-2-yl]methyl}-2-nitrobenzenesulfonamide
  参考文献：
  名称：

  Palladium(0)-Catalyzed Coupling of Organozinc Iodide Reagents with Bromopyridines:  Synthesis of Selectively Protected Pyridine-Containing Azamacrocycles

  摘要：

  The synthesis of azamacrocycles in which the ring nitrogens are regioselectively functionalized is described. An organozinc palladium(0)-catalyzed coupling with an appropriately functionalized bromopyridine generated a key intermediate, which was transformed in two steps to a desired precursor and subjected to an intramolecular N-alkylation to effect a macrocyclization affording selectively protected azamacrocycles 1-3.

  DOI：

  10.1021/jo0109523

文献信息

• Palladium(0)-Catalyzed Coupling of Organozinc Iodide Reagents with Bromopyridines:  Synthesis of Selectively Protected Pyridine-Containing Azamacrocycles
  作者：Renato T. Skerlj、Yuanxi Zhou、Trevor Wilson、Gary J. Bridger

  DOI：10.1021/jo0109523

  日期：2002.2.1

  The synthesis of azamacrocycles in which the ring nitrogens are regioselectively functionalized is described. An organozinc palladium(0)-catalyzed coupling with an appropriately functionalized bromopyridine generated a key intermediate, which was transformed in two steps to a desired precursor and subjected to an intramolecular N-alkylation to effect a macrocyclization affording selectively protected azamacrocycles 1-3.