(E)-2-methyl-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[(E)-2-methylhept-2-en-6-ynoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]hept-2-en-6-ynamide | 361543-14-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-2-methyl-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[(E)-2-methylhept-2-en-6-ynoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]hept-2-en-6-ynamide
• CAS: 361543-14-8
• 化学式: C₄₂H₇₂N₂O₁₄
• 分子量: 829.039
• InChiKey: XFKFLFYABBQVET-QXNOEMLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  58
• 可旋转键数：
  45
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  169
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (1E,3R,4R,5E)-4-hydroxy-1-iodo-8-(2'-naphthyl)-3,5-dimethyl-1,5-octadiene 、 (E)-2-methyl-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[(E)-2-methylhept-2-en-6-ynoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]hept-2-en-6-ynamide 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 作用下， 以 乙酸乙酯 为溶剂， 以76%的产率得到(2E,8E,10R,11R,12E)-11-hydroxy-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[(2E,8E,10R,11R,12E)-11-hydroxy-2,10,12-trimethyl-15-naphthalen-2-ylpentadeca-2,8,12-trien-6-ynoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-2,10,12-trimethyl-15-naphthalen-2-ylpentadeca-2,8,12-trien-6-ynamide
  参考文献：
  名称：

  Synthesis and analysis of polyethylene glycol linked P-glycoprotein-specific homodimers based on (−)-stipiamide

  摘要：

  A series of five homodimeric polyethylene glycol (PEG) linked homodimers based on the multidrug resistance reversal agent (-)-stipiamide were made and tested fur their ability to interact with P-glycoprotein, the protein responsible for multidrug resistance, using ATPase and photoaffinity displacement assays. Key reactions include a new alkoxide-mesylate displacement for the assembly of the PEG linkers and a double Sunogashira coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00619-0
• 作为产物：
  描述：

  三聚乙二醇二甲烷磺酸酯 在 palladium on activated charcoal 草酰氯 、 氢气 、 sodium hydride 、 甲基磺酰氯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， -40.0 ℃ 、1.38 MPa 条件下， 生成 (E)-2-methyl-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[(E)-2-methylhept-2-en-6-ynoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]hept-2-en-6-ynamide
  参考文献：
  名称：

  Synthesis and analysis of polyethylene glycol linked P-glycoprotein-specific homodimers based on (−)-stipiamide

  摘要：

  A series of five homodimeric polyethylene glycol (PEG) linked homodimers based on the multidrug resistance reversal agent (-)-stipiamide were made and tested fur their ability to interact with P-glycoprotein, the protein responsible for multidrug resistance, using ATPase and photoaffinity displacement assays. Key reactions include a new alkoxide-mesylate displacement for the assembly of the PEG linkers and a double Sunogashira coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00619-0

文献信息

• Synthesis and analysis of polyethylene glycol linked P-glycoprotein-specific homodimers based on (−)-stipiamide
  作者：Merritt B Andrus、Timothy M Turner、Emily P Updegraff、Zuben E Sauna、Suresh V Ambudkar

  DOI：10.1016/s0040-4039(01)00619-0

  日期：2001.6

  A series of five homodimeric polyethylene glycol (PEG) linked homodimers based on the multidrug resistance reversal agent (-)-stipiamide were made and tested fur their ability to interact with P-glycoprotein, the protein responsible for multidrug resistance, using ATPase and photoaffinity displacement assays. Key reactions include a new alkoxide-mesylate displacement for the assembly of the PEG linkers and a double Sunogashira coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.