3-(2-nitrobenzenesulfonyl)-3,6,17-triazabicyclo[11,3,1]heptadeca-1(17),13,15-trien-5-one | 404034-91-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 3-(2-nitrobenzenesulfonyl)-3,6,17-triazabicyclo[11,3,1]heptadeca-1(17),13,15-trien-5-one
• 英文别名: 3-(2-Nitrophenyl)sulfonyl-3,6,17-triazabicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-5-one
• CAS: 404034-91-9
• 化学式: C₂₀H₂₄N₄O₅S
• 分子量: 432.5
• InChiKey: HYWXISYXAIUIQR-UHFFFAOYSA-N

物化性质

• 密度：
  1.285±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  134
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(2-nitrobenzenesulfonyl)-3,6,17-triazabicyclo[11,3,1]heptadeca-1(17),13,15-trien-5-one 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到3-(2-nitrobenzenesulfonyl)-3,6,17-triazabicyclo[11,3,1]heptadeca-1(17),13,15-triene
  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 、 dimethyl sulfide borane 、 sodium carbonate 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 18.0h， 生成 3-(2-nitrobenzenesulfonyl)-3,6,17-triazabicyclo[11,3,1]heptadeca-1(17),13,15-trien-5-one
  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.