tetramethyl 1,1'-(propane-1,3-diyl)bis[2-phenyl-5-(4-nitrophenyl)-1H-pyrrole-3,4-dicarboxylate] | 1296260-22-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: tetramethyl 1,1'-(propane-1,3-diyl)bis[2-phenyl-5-(4-nitrophenyl)-1H-pyrrole-3,4-dicarboxylate]
• 英文别名: Dimethyl 1-[3-[3,4-bis(methoxycarbonyl)-2-(4-nitrophenyl)-5-phenylpyrrol-1-yl]propyl]-2-(4-nitrophenyl)-5-phenylpyrrole-3,4-dicarboxylate
• CAS: 1296260-22-4
• 化学式: C₄₃H₃₆N₄O₁₂
• 分子量: 800.778
• InChiKey: RLOZKOJJDYUKFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  59
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  207
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  、 丁炔二酸二甲酯 以 乙腈 为溶剂， 反应 3.0h， 生成 tetramethyl 1,1'-(propane-1,3-diyl)bis[2-phenyl-5-(4-nitrophenyl)-1H-pyrrole-3,4-dicarboxylate]
  参考文献：
  名称：

  Ultrasound-Mediated One-Pot Synthesis of the Fully Functionalized N,Nʹ-(1,3-Propane)bispyrroles

  摘要：

  Five fully functionalized N,N'-(1,3-propane)bispyrroles were synthesized by the tert-butyl isocyanide-mediated one-pot reaction of bisimines, aroyl chloride and dimethyl acetylenedicarboxylate under ultrasonic irradiation in good yield. The structures of N,N'-(1,3-propane)bispyrroles were characterized by H-1 NMR and C-13 NMR spectroscopy.

  DOI：

  10.3987/com-17-13790

文献信息

• Synthesis of bis-pyrrole tetra esters and alcohols as novel mimetics of the anticancer mitomycin
  作者：Zubair M. Abdulla、Radhakrishnan P. Iyer、Krishnamachari G. Akamanchi、Mariam S. Degani、Evans C. Coutinho

  DOI：10.1002/jhet.495

  日期：2011.1

  Open‐chain bis‐Reissert compounds 1 were converted to the corresponding bis‐oxazolium intermediates via acid‐catalyzed intramolecular cyclization. These oxazolium compounds exist in a variety of tautomeric structures in which the meso‐ionic form can be intercepted by reaction with dipolarophiles in a 1,3‐dipolar‐cycloaddition reaction to produce a variety of highly functionalized bis‐pyrrole esters

  通过酸催化的分子内环化反应将开链双Reissert化合物1转化为相应的双恶唑鎓中间体。这些恶唑鎓化合物以各种互变异构结构存在，其中中离子形式可以通过与双极性亲和剂在1,3-偶极-环加成反应中反应而截获，从而生成各种高度官能化的双吡咯酯2。反过来，双吡咯酯可以高产率转化为相应的双吡咯四醇3。J.杂环化​​学.2011。