ethyl 4-(benzylcarbamoyl)-3,4-dihydro-2-oxo-2H-chromene-3-carboxylate | 1258789-39-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 3,4-二氢香豆素
• 英文名称: ethyl 4-(benzylcarbamoyl)-3,4-dihydro-2-oxo-2H-chromene-3-carboxylate
• 英文别名: Ethyl 4-(benzylcarbamoyl)-2-oxo-3,4-dihydrochromene-3-carboxylate；ethyl 4-(benzylcarbamoyl)-2-oxo-3,4-dihydrochromene-3-carboxylate
• CAS: 1258789-39-7
• 化学式: C₂₀H₁₉NO₅
• 分子量: 353.375
• InChiKey: VNCJNSSORRIFCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 苄异腈 、 水杨醛 在 polystyrene-supported p-toluenesulfonic acid 作用下， 以79%的产率得到ethyl 4-(benzylcarbamoyl)-3,4-dihydro-2-oxo-2H-chromene-3-carboxylate
  参考文献：
  名称：

  Supported p-Toluenesulfonic Acid as a Highly Robust and Eco-Friendly Isocyanide Scavenger

  摘要：

  We document here the use of polymer-supported p-toluenesulfonic acid as a highly effective, robust, economical and eco-friendly isocyanide scavenger. The herein described strategy; circumvent the intense and repulsive odor of volatile isocyanides, enabling simplified and odorless workup and purifications. The usefulness of the new scavengers has been validated in a set of diverse isocyanide-based organic transformations and this approach is also amenable to parallel synthesis techniques.

  DOI：

  10.1021/co100035z

文献信息

• Synthesis and Biological Evaluation of Coumarin Derivatives as Inhibitors of<i>Mycobacterium bovis</i>(BCG)
  作者：Ali Hossein Rezayan、Parisa Azerang、Soroush Sardari、Afshin Sarvary

  DOI：10.1111/cbdd.12044

  日期：2012.12

  The coumarin compounds are an important class of biologically active molecules, which have attractive caught the attention of many organic and medicinal chemists, due to potential pharmaceutical implications and industrial applications. We herein report the one‐pot procedure for the efficient synthesis of coumarin derivatives using commercially available substrates via isocyanide‐based multicomponent condensation reactions. These compounds were evaluated for anti‐mycobacterium activity against Mycobacterium bovis (Bacillus Calmette–Guerin). The preliminary results indicated that all of the tested compounds showed relatively good activity against the test organism. The compounds 7e, 7l, and 7m showed high anti‐tuberculosis activity.
• Supported <i>p</i>-Toluenesulfonic Acid as a Highly Robust and Eco-Friendly Isocyanide Scavenger
  作者：Jhonny Azuaje、Alberto Coelho、Abdelaziz El Maatougui、José Manuel Blanco、Eddy Sotelo

  DOI：10.1021/co100035z

  日期：2011.1.10

  We document here the use of polymer-supported p-toluenesulfonic acid as a highly effective, robust, economical and eco-friendly isocyanide scavenger. The herein described strategy; circumvent the intense and repulsive odor of volatile isocyanides, enabling simplified and odorless workup and purifications. The usefulness of the new scavengers has been validated in a set of diverse isocyanide-based organic transformations and this approach is also amenable to parallel synthesis techniques.