3-CN6H4-N(Teoc)OTBS | 1303610-39-0

• 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: 3-CN6H4-N(Teoc)OTBS
• 英文别名: 2-trimethylsilylethyl N-[tert-butyl(dimethyl)silyl]oxy-N-(3-cyanophenyl)carbamate
• CAS: 1303610-39-0
• 化学式: C₁₉H₃₂N₂O₃Si₂
• 分子量: 392.646
• InChiKey: CUXXQYYCOYDINS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.78
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-CN6H4-N(Teoc)OTBS 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以92%的产率得到3-(hydroxyamino)benzonitrile
  参考文献：
  名称：

  Synthesis of N-arylhydroxylamines by Pd-catalyzed coupling

  摘要：

  Pd-catalyzed coupling of aryl halides with TeocNHOTBS, followed by treatment of the products with TBAF, provides effective access to a wide range of N-arylhydroxylamines by a route that produces stable doubly-protected intermediates and allows the protective groups to be removed under mild conditions that do not cause extensive degradation of the final product. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2010.12.034
• 作为产物：
  描述：

  2-(trimethylsilyl)ethyl N-hydroxycarbamate 在 5-二叔丁基膦-1′,3′,5′-三苯基-1′H-[1,4′]二吡唑 、 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成 3-CN6H4-N(Teoc)OTBS
  参考文献：
  名称：

  Synthesis of N-arylhydroxylamines by Pd-catalyzed coupling

  摘要：

  Pd-catalyzed coupling of aryl halides with TeocNHOTBS, followed by treatment of the products with TBAF, provides effective access to a wide range of N-arylhydroxylamines by a route that produces stable doubly-protected intermediates and allows the protective groups to be removed under mild conditions that do not cause extensive degradation of the final product. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2010.12.034

文献信息

• Synthesis of N-arylhydroxylamines by Pd-catalyzed coupling
  作者：Daniel Beaudoin、James D. Wuest

  DOI：10.1016/j.tetlet.2010.12.034

  日期：2011.4

  Pd-catalyzed coupling of aryl halides with TeocNHOTBS, followed by treatment of the products with TBAF, provides effective access to a wide range of N-arylhydroxylamines by a route that produces stable doubly-protected intermediates and allows the protective groups to be removed under mild conditions that do not cause extensive degradation of the final product. (C) 2011 Published by Elsevier Ltd.