dimethyl trans-1-(4-nitrophenyl)-4-methyl-5-phenyl-4,5-dihydro-1H-pyrrole-2-dicarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: dimethyl trans-1-(4-nitrophenyl)-4-methyl-5-phenyl-4,5-dihydro-1H-pyrrole-2-dicarboxylate
• 英文别名: dimethyl (2S,3S)-1-(4-nitrophenyl)-2-phenyl-2,3-dihydropyrrole-3,5-dicarboxylate
• 化学式: C₂₀H₁₈N₂O₆
• 分子量: 382.373
• InChiKey: BKVWQYXTPKILSI-FUHWJXTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  dimethyl (2E)-pent-2-enedioate 在 dirhodium tetraacetate 、 4-乙酰氨基苯磺酰叠氮 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 生成 dimethyl trans-1-(4-nitrophenyl)-4-methyl-5-phenyl-4,5-dihydro-1H-pyrrole-2-dicarboxylate
  参考文献：
  名称：

  Highly Selective Catalyst-Directed Pathways to Dihydropyrroles from Vinyldiazoacetates and Imines

  摘要：

  Copper-catalyzed reactions of vinyldiazoacetates with imines occur via a pathway in which the activated imine undergoes electrophilic addition to the vinyldiazo compound, whereas reactions catalyzed by rhodium(II) proceed through a metal carbene to an intermediate iminiumylide. Both pathways exhibit high stereoselectivities.

  DOI：

  10.1021/ja029745q

文献信息

• Highly Selective Catalyst-Directed Pathways to Dihydropyrroles from Vinyldiazoacetates and Imines
  作者：Michael P. Doyle、Ming Yan、Wenhao Hu、Luisa S. Gronenberg

  DOI：10.1021/ja029745q

  日期：2003.4.1

  Copper-catalyzed reactions of vinyldiazoacetates with imines occur via a pathway in which the activated imine undergoes electrophilic addition to the vinyldiazo compound, whereas reactions catalyzed by rhodium(II) proceed through a metal carbene to an intermediate iminiumylide. Both pathways exhibit high stereoselectivities.