dimethyl (E)-5'-[2-(pyridin-4-yl)vinyl]-3a'H-spiro(fluorene-9,3'-pyrrolo[1,2-a]quinoline)-1',2'-dicarboxylate | 1403503-44-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: dimethyl (E)-5'-[2-(pyridin-4-yl)vinyl]-3a'H-spiro(fluorene-9,3'-pyrrolo[1,2-a]quinoline)-1',2'-dicarboxylate
• 英文别名: dimethyl 5-[(E)-2-pyridin-4-ylethenyl]spiro[3aH-pyrrolo[1,2-a]quinoline-3,9'-fluorene]-1,2-dicarboxylate
• CAS: 1403503-44-5
• 化学式: C₃₅H₂₆N₂O₄
• 分子量: 538.602
• InChiKey: NBZZKYWTHIMKME-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-吡啶甲醛 在 乙酸酐 作用下， 以 乙醚 为溶剂， 反应 48.0h， 生成 dimethyl (E)-7'-[2-(quinolin-4-yl)vinyl]-8a'H-spiro(fluorene-9,1'-indolizine)-2',3'-dicarboxylate 、 dimethyl (E)-5'-[2-(pyridin-4-yl)vinyl]-3a'H-spiro(fluorene-9,3'-pyrrolo[1,2-a]quinoline)-1',2'-dicarboxylate 、 dimethyl (E)-5'-[2-[2',3'-bis(methoxycarbonyl)-8a'H-spiro(fluorene-9,1'-indolizin)-7'-yl]vinyl]-3a'H-spiro(fluorene-9,3'-pyrrolo[1,2-a]quinoline)-1',2'-dicarboxylate
  参考文献：
  名称：

  Maleimide-Functionalized Photochromic Spirodihydroindolizines

  摘要：

  Two photochromic spirodihydroindolizine/betaMe systems for tethering to peptides and proteins via a maleimide function have been prepared. The absorption spectra of the betaines are in the red region of the visible spectrum and in the near-IR spectral domain, which are suitable energies of light for future in vivo applications. The half-times of cyclization have been determined for both DHI/betaine systems. The findings are consistent with a thermal barrier of varying size between the transoid and cisoid conformers of the betaines.

  DOI：

  10.1021/jo301894s

文献信息

• Maleimide-Functionalized Photochromic Spirodihydroindolizines
  作者：Tej B. Shrestha、Mausam Kalita、Megh Raj Pokhrel、Yao Liu、Deryl L. Troyer、Claudia Turro、Stefan H. Bossmann、Heinz Dürr

  DOI：10.1021/jo301894s

  日期：2013.3.1

  Two photochromic spirodihydroindolizine/betaMe systems for tethering to peptides and proteins via a maleimide function have been prepared. The absorption spectra of the betaines are in the red region of the visible spectrum and in the near-IR spectral domain, which are suitable energies of light for future in vivo applications. The half-times of cyclization have been determined for both DHI/betaine systems. The findings are consistent with a thermal barrier of varying size between the transoid and cisoid conformers of the betaines.