tetramethyl 1-(4-methoxyphenyl)-1H-pyrrole-2,3,4,5-tetracarboxylate

• 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-(4-methoxyphenyl)-1H-pyrrole-2,3,4,5-tetracarboxylate
• 英文别名: tetramethyl 1-(4-methoxyphenyl)-pyrrole-2,3,4,5-tetracarboxylate；1-(4-methoxy-phenyl)-pyrrole-2,3,4,5-tetracarboxylic acid tetramethyl ester；1-<4-Methoxy-phenyl>-pyrrol-1,2,3,4-tetracarbonsaeure-tetramethylester；tetramethyl 1-(4-methoxyphenyl)pyrrole-2,3,4,5-tetracarboxylate
• 化学式: C₁₉H₁₉NO₉
• 分子量: 405.361
• InChiKey: ICKMQDWQYJLFJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  甲氧苯胺 、 丁炔二酸二甲酯 在 silver tetrafluoroborate 、 碘苯二乙酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以78%的产率得到tetramethyl 1-(4-methoxyphenyl)-1H-pyrrole-2,3,4,5-tetracarboxylate
  参考文献：
  名称：

  One-Pot Silver-Catalyzed and PIDA-Mediated Sequential Reactions: Synthesis of Polysubstituted Pyrroles Directly from Alkynoates and Amines

  摘要：

  The addition/oxidative cyclization of alkynes with amines in the presence of AgBF4 catalyst and PIDA oxidant leads to polysubstituted pyrroles. The reaction corresponds to the construction of a pyrrole fragment, which also provides a new way to the formation of C-C bonds.

  DOI：

  10.1021/ol9026478

文献信息

• One-Pot Silver-Catalyzed and PIDA-Mediated Sequential Reactions: Synthesis of Polysubstituted Pyrroles Directly from Alkynoates and Amines
  作者：Weibing Liu、Huanfeng Jiang、Liangbin Huang

  DOI：10.1021/ol9026478

  日期：2010.1.15

  The addition/oxidative cyclization of alkynes with amines in the presence of AgBF4 catalyst and PIDA oxidant leads to polysubstituted pyrroles. The reaction corresponds to the construction of a pyrrole fragment, which also provides a new way to the formation of C-C bonds.
• Synthesis of pyrrole-2,3,4,5-tetracarboxylates via a copper-catalyzed reaction of amine with but-2-ynedioate
  作者：Ling Zhang、Xianbo Wang、Shaoyu Li、Jie Wu

  DOI：10.1016/j.tet.2013.03.061

  日期：2013.5

  A copper-catalyzed reaction of amine with but-2-ynedioate gives rise to pyrrole-2,3,4,5-tetracarboxylates in moderate to good yields. The reaction proceeds in the presence of dioxygen with the formation of three bonds during the process. (C) 2013 Elsevier Ltd. All rights reserved.