3-[3-[3-[3-[Bis[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-[2-[4-[2-[2-[2-[2-[(2,4,6-trimethoxyphenyl)methylsulfanyl]ethoxy]ethoxy]ethoxy]ethoxy]phenyl]ethyl]amino]propyl-[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-(2-cyanoethyl)amino]propanenitrile | 1426289-99-7

• 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: 3-[3-[3-[3-[Bis[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-[2-[4-[2-[2-[2-[2-[(2,4,6-trimethoxyphenyl)methylsulfanyl]ethoxy]ethoxy]ethoxy]ethoxy]phenyl]ethyl]amino]propyl-[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-(2-cyanoethyl)amino]propanenitrile
• 英文别名: 3-[3-[3-[3-[bis[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-[2-[4-[2-[2-[2-[2-[(2,4,6-trimethoxyphenyl)methylsulfanyl]ethoxy]ethoxy]ethoxy]ethoxy]phenyl]ethyl]amino]propyl-[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-(2-cyanoethyl)amino]propanenitrile
• CAS: 1426289-99-7
• 化学式: C₆₈H₁₀₅N₁₅O₇S
• 分子量: 1276.74
• InChiKey: VVQMOQYZSNTROC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  91
• 可旋转键数：
  61
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  303
• 氢给体数：
  0
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  3-[3-[3-[3-[Bis[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-[2-[4-[2-[2-[2-[2-[(2,4,6-trimethoxyphenyl)methylsulfanyl]ethoxy]ethoxy]ethoxy]ethoxy]phenyl]ethyl]amino]propyl-[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-(2-cyanoethyl)amino]propanenitrile 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到3-[3-[3-[3-[Bis[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-[2-[4-[2-[2-[2-(2-sulfanylethoxy)ethoxy]ethoxy]ethoxy]phenyl]ethyl]amino]propyl-[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-(2-cyanoethyl)amino]propanenitrile
  参考文献：
  名称：

  A new poly(propylene imine) dendron as potential convenient building-block in the construction of multifunctional systems

  摘要：

  The synthesis of a novel third generation poly(propylene imine) dendron (PPI dendron) is described herein. The dendritic focal point was attached to a tetraethylene glycol spacer that was terminated with a Tmob-protected thiol in order to both avoid any side-reaction during functionalization of dendritic branches as well as enable convenient integration of the dendron into diverse complex systems. The protonation of the final PPI dendron at pH 4-5 is predicted to induce lysosomal degradation through the proton-sponge effect, and therefore enable cytosolic release. These features make the prepared dendron a very convenient building-block for use in the construction of larger systems, such as multifunctional drug delivery vehicles. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.070
• 作为产物：
  描述：

  2,4,6-三甲氧基苯乙醇 在 sodium hydride 、 三氟乙酸 、 lithium bromide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 、 mineral oil 为溶剂， 反应 98.55h， 生成 3-[3-[3-[3-[Bis[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-[2-[4-[2-[2-[2-[2-[(2,4,6-trimethoxyphenyl)methylsulfanyl]ethoxy]ethoxy]ethoxy]ethoxy]phenyl]ethyl]amino]propyl-[3-[bis(2-cyanoethyl)amino]propyl]amino]propyl-(2-cyanoethyl)amino]propanenitrile
  参考文献：
  名称：

  A new poly(propylene imine) dendron as potential convenient building-block in the construction of multifunctional systems

  摘要：

  The synthesis of a novel third generation poly(propylene imine) dendron (PPI dendron) is described herein. The dendritic focal point was attached to a tetraethylene glycol spacer that was terminated with a Tmob-protected thiol in order to both avoid any side-reaction during functionalization of dendritic branches as well as enable convenient integration of the dendron into diverse complex systems. The protonation of the final PPI dendron at pH 4-5 is predicted to induce lysosomal degradation through the proton-sponge effect, and therefore enable cytosolic release. These features make the prepared dendron a very convenient building-block for use in the construction of larger systems, such as multifunctional drug delivery vehicles. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.070

文献信息

• A new poly(propylene imine) dendron as potential convenient building-block in the construction of multifunctional systems
  作者：Hongmu Pan、Margaret E. Grow、Orla Wilson、Marie-Christine Daniel

  DOI：10.1016/j.tet.2013.01.070

  日期：2013.4

  The synthesis of a novel third generation poly(propylene imine) dendron (PPI dendron) is described herein. The dendritic focal point was attached to a tetraethylene glycol spacer that was terminated with a Tmob-protected thiol in order to both avoid any side-reaction during functionalization of dendritic branches as well as enable convenient integration of the dendron into diverse complex systems. The protonation of the final PPI dendron at pH 4-5 is predicted to induce lysosomal degradation through the proton-sponge effect, and therefore enable cytosolic release. These features make the prepared dendron a very convenient building-block for use in the construction of larger systems, such as multifunctional drug delivery vehicles. (C) 2013 Elsevier Ltd. All rights reserved.