N-(2-cyano-2-ethyl-3H-1-benzofuran-5-yl)-2-trimethylsilylethanesulfonamide | 1009595-00-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-cyano-2-ethyl-3H-1-benzofuran-5-yl)-2-trimethylsilylethanesulfonamide
• CAS: 1009595-00-9
• 化学式: C₁₆H₂₄N₂O₃SSi
• 分子量: 352.53
• InChiKey: PMYZJBABLOJRLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  87.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-cyano-2-ethyl-3H-1-benzofuran-5-yl)-2-trimethylsilylethanesulfonamide 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 以93%的产率得到5-amino-2-ethyl-3H-1-benzofuran-2-carbonitrile
  参考文献：
  名称：

  A new access to efaroxan and its 5-amino derivatives

  摘要：

  The formal total synthesis of racemic efaroxan, a 2-disubstituted 2,3-dihydrobenzofuran having interesting therapeutic properties, and the preparation of some 5-amino derivatives were achieved using a convergent approach. The key intermediates of both syntheses were obtained after a [3+2] cycloaddition reaction between two easily accessible partners. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.108
• 作为产物：
  描述：

  N-[2-[(E)-(dimethylhydrazinylidene)methyl]-2-ethyl-3H-1-benzofuran-5-yl]-2-trimethylsilylethanesulfonamide 在 magnesium bis(monoperoxyphthalate) 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以97%的产率得到N-(2-cyano-2-ethyl-3H-1-benzofuran-5-yl)-2-trimethylsilylethanesulfonamide
  参考文献：
  名称：

  A new access to efaroxan and its 5-amino derivatives

  摘要：

  The formal total synthesis of racemic efaroxan, a 2-disubstituted 2,3-dihydrobenzofuran having interesting therapeutic properties, and the preparation of some 5-amino derivatives were achieved using a convergent approach. The key intermediates of both syntheses were obtained after a [3+2] cycloaddition reaction between two easily accessible partners. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.108