methyl 4-(2-methoxy-2-oxoethyl)-1,5-diphenyl-1H-pyrrole-3-carboxylate | 1453874-77-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: methyl 4-(2-methoxy-2-oxoethyl)-1,5-diphenyl-1H-pyrrole-3-carboxylate
• 英文别名: Methyl 4-(2-methoxy-2-oxoethyl)-1,5-diphenylpyrrole-3-carboxylate；methyl 4-(2-methoxy-2-oxoethyl)-1,5-diphenylpyrrole-3-carboxylate
• CAS: 1453874-77-5
• 化学式: C₂₁H₁₉NO₄
• 分子量: 349.386
• InChiKey: PWTJVEFKYPPMMK-UHFFFAOYSA-N

物化性质

• 沸点：
  522.5±50.0 °C(predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  57.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苄叉苯胺 在 iron(III) chloride 、 copper(l) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 69.0h， 生成 methyl 4-(2-methoxy-2-oxoethyl)-1,5-diphenyl-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  An atom-economic synthesis of functionalized pyrroles via a sequential metal-catalyzed three-component reaction

  摘要：

  A three-component reaction of one molecule of imine and two molecules of allcynoates is realized with the catalysis of Cu(I) Fe(III) in a sequential manner to allow the direct synthesis of functionalized pyrroles, during which, one C-N bond and two C-C bonds are formed with high atom economy. This method benefits from easily available starting materials, low-cost catalysts, and convenient operations. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.01.037

文献信息

• Gold(I)-Catalyzed Oriented Assembly of Dihydropyridines
  作者：Yufeng Li、Zhengguang Wu、Yi Pan、Hao Huang、Jie Shi、Hongzhong Bu、Hongfei Ma、Yingying Liang、Binbin Huang

  DOI：10.1055/s-0034-1380123

  日期：——

  A novel method for the assembly of multisubstitued dihydropyridines has been developed starting from methyl propiolate and propargylamines. The reactions were efficiently catalyzed by AuPPh3Cl to get high regioselectivity and high yields. And alternatively, since propargylamines could be easily derived by the CuCl-mediated addition of methyl propiolate to imines, the reactions could be carried out as a sequential three-component model.
• An atom-economic synthesis of functionalized pyrroles via a sequential metal-catalyzed three-component reaction
  作者：Li Yufeng、Shi Jie、Wu Zhengguang、Wang Xinglong、Wu Xiaowei、Gu Jiachao、Bu Hongzhong、Ma Hongfei

  DOI：10.1016/j.tet.2014.01.037

  日期：2014.4

  A three-component reaction of one molecule of imine and two molecules of allcynoates is realized with the catalysis of Cu(I) Fe(III) in a sequential manner to allow the direct synthesis of functionalized pyrroles, during which, one C-N bond and two C-C bonds are formed with high atom economy. This method benefits from easily available starting materials, low-cost catalysts, and convenient operations. (C) 2014 Published by Elsevier Ltd.