(E)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-5-((tert-butyldiphenylsilyl)oxy)-N-(2-iodophenyl)pent-2-enamide | 1240239-66-0

• 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: (E)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-5-((tert-butyldiphenylsilyl)oxy)-N-(2-iodophenyl)pent-2-enamide
• CAS: 1240239-66-0
• 化学式: C₃₅H₄₈INO₃Si₂
• 分子量: 713.847
• InChiKey: IJNVGVJLQRKOJJ-MTDXEUNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.53
• 重原子数：
  42.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-5-((tert-butyldiphenylsilyl)oxy)-N-(2-iodophenyl)pent-2-enamide 、 碘甲烷 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以99%的产率得到(E)-2-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-[tert-butyl(diphenyl)silyl]oxy-N-(2-iodophenyl)-N-methylpent-2-enamide
  参考文献：
  名称：

  Domino Carbopalladation−Carbonylation: Generating Quaternary Stereocenters while Controlling β-Hydride Elimination

  摘要：

  A domino carbopalladation-carbonylation sequence for substrates possessing beta-hydrogens is explored. This allows for the construction of complex architectures with vicinal stereocenters in a concise and rapid fashion via the stereocontrolled formation of two carbon carbon bonds. An integral aspect of this domino reaction is the ability to control beta-hydride elimination of the organopalladium intermediate and instead form the carbonylation product.

  DOI：

  10.1021/ol1009703
• 作为产物：
  描述：

  (E)-5-((tert-butyldiphenylsilyl)oxy)-2-(2-hydroxyethyl)-N-(2-iodophenyl)pent-2-enamide 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以100%的产率得到(E)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-5-((tert-butyldiphenylsilyl)oxy)-N-(2-iodophenyl)pent-2-enamide
  参考文献：
  名称：

  Domino Carbopalladation−Carbonylation: Generating Quaternary Stereocenters while Controlling β-Hydride Elimination

  摘要：

  A domino carbopalladation-carbonylation sequence for substrates possessing beta-hydrogens is explored. This allows for the construction of complex architectures with vicinal stereocenters in a concise and rapid fashion via the stereocontrolled formation of two carbon carbon bonds. An integral aspect of this domino reaction is the ability to control beta-hydride elimination of the organopalladium intermediate and instead form the carbonylation product.

  DOI：

  10.1021/ol1009703