5,5'-oxalylbis(3-ethyl-4-methyl-1H-pyrrole-2-carbaldehyde) | 783366-70-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5'-oxalylbis(3-ethyl-4-methyl-1H-pyrrole-2-carbaldehyde)
• CAS: 783366-70-1
• 化学式: C₁₈H₂₀N₂O₄
• 分子量: 328.368
• InChiKey: QYMMUDIXKHNFNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  99.86
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  氰乙酸乙酯 、 5,5'-oxalylbis(3-ethyl-4-methyl-1H-pyrrole-2-carbaldehyde) 在 吡啶 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以55%的产率得到ethyl (E)-2-cyano-3-[5-[2-[5-[(E)-2-cyano-3-ethoxy-3-oxoprop-1-enyl]-4-ethyl-3-methyl-1H-pyrrol-2-yl]-2-oxoacetyl]-3-ethyl-4-methyl-1H-pyrrol-2-yl]prop-2-enoate
  参考文献：
  名称：

  Synthesis of functionalized dipyrrolyldiketones, precursors of quinoxaline-containing macrocycles

  摘要：

  In the general context of molecular recognition, the need to design new ligands able to selectively bind small analytes is currently being subjected to intensive research. In this respect, and considering that polypyrrole ligands can play crucial roles in this area, we developed the synthesis of a new class of per-alkyl dipyrrolyldiketone building blocks. Further functionalization including oxidation, and conversion to the corresponding aza-analogue dimer of indolizine is described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.139
• 作为产物：
  描述：

  bis-(4-ethyl-3,5-dimethyl-pyrrol-2-yl)-ethanedione 在 ammonium cerium(IV) nitrate 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 为溶剂， 以55%的产率得到5,5'-oxalylbis(3-ethyl-4-methyl-1H-pyrrole-2-carbaldehyde)
  参考文献：
  名称：

  Synthesis of functionalized dipyrrolyldiketones, precursors of quinoxaline-containing macrocycles

  摘要：

  In the general context of molecular recognition, the need to design new ligands able to selectively bind small analytes is currently being subjected to intensive research. In this respect, and considering that polypyrrole ligands can play crucial roles in this area, we developed the synthesis of a new class of per-alkyl dipyrrolyldiketone building blocks. Further functionalization including oxidation, and conversion to the corresponding aza-analogue dimer of indolizine is described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.139