3-(2-硝基苯基)-1H-吡咯-1-羧酸乙酯 | 1393935-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 3-(2-硝基苯基)-1H-吡咯-1-羧酸乙酯
• 英文名称: Ethyl 3-(2-nitrophenyl)pyrrole-1-carboxylate
• CAS: 1393935-92-6
• 化学式: C₁₃H₁₂N₂O₄
• 分子量: 260.249
• InChiKey: OJVBTFDAUBIPQZ-UHFFFAOYSA-N

物化性质

• 沸点：
  408.4±47.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  77
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-硝基苯基)-1H-吡咯-1-羧酸乙酯 在 palladium 10% on activated carbon 、 氢气 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 2.67h， 生成 2-(1H-pyrrol-3-yl)aniline
  参考文献：
  名称：

  Divergent total synthesis of the natural antimalarial marinoquinolines A, B, C, E and unnatural analogues

  摘要：

  A new synthetic route to marinoquinolines was developed, allowing the synthesis of several structurally related compounds from a common key intermediate. Four natural marinoquinolines (A, B. C and E) and nine unnatural new analogues were prepared by this strategy, which features a Heck-Matsuda reaction in pure water and the Pictet-Spengler reaction as key steps. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.115
• 作为产物：
  描述：

  2-nitrobenzenediazonium tetrafluoroborate 在 2,6-二甲基吡啶 、 水 、 palladium diacetate 、 三氟乙酸酐 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 3-(2-硝基苯基)-1H-吡咯-1-羧酸乙酯
  参考文献：
  名称：

  Divergent total synthesis of the natural antimalarial marinoquinolines A, B, C, E and unnatural analogues

  摘要：

  A new synthetic route to marinoquinolines was developed, allowing the synthesis of several structurally related compounds from a common key intermediate. Four natural marinoquinolines (A, B. C and E) and nine unnatural new analogues were prepared by this strategy, which features a Heck-Matsuda reaction in pure water and the Pictet-Spengler reaction as key steps. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.115

文献信息

• Divergent total synthesis of the natural antimalarial marinoquinolines A, B, C, E and unnatural analogues
  作者：Cristiane Storck Schwalm、Carlos Roque D. Correia

  DOI：10.1016/j.tetlet.2012.06.115

  日期：2012.9

  A new synthetic route to marinoquinolines was developed, allowing the synthesis of several structurally related compounds from a common key intermediate. Four natural marinoquinolines (A, B. C and E) and nine unnatural new analogues were prepared by this strategy, which features a Heck-Matsuda reaction in pure water and the Pictet-Spengler reaction as key steps. (C) 2012 Elsevier Ltd. All rights reserved.