(E)-(5-(2-(2-bromo-3,4,5-trimethoxyphenyl)-2-iodovinyl)-2-methoxyphenoxy)(tert-butyl)dimethylsilane | 1246764-38-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-(5-(2-(2-bromo-3,4,5-trimethoxyphenyl)-2-iodovinyl)-2-methoxyphenoxy)(tert-butyl)dimethylsilane
• 英文别名: [5-[(E)-2-(2-bromo-3,4,5-trimethoxyphenyl)-2-iodoethenyl]-2-methoxyphenoxy]-tert-butyl-dimethylsilane
• CAS: 1246764-38-4
• 化学式: C₂₄H₃₂BrIO₅Si
• 分子量: 635.409
• InChiKey: JWMFXNCBWKMPMA-SFQUDFHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-(5-(2-(2-bromo-3,4,5-trimethoxyphenyl)-2-iodovinyl)-2-methoxyphenoxy)(tert-butyl)dimethylsilane 、 alkaline earth salt of/the/ methylsulfuric acid 在 zinc(II) chloride 、 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到(Z)-(5-(2-(2-bromo-3,4,5-trimethoxyphenyl)-2-(4-methoxyphenyl)vinyl)-2-methoxyphenoxy)(tert-butyl)dimethylsilane
  参考文献：
  名称：

  Regioselective hydrostannation of diarylalkynes directed by a labile ortho bromine atom: An easy access to stereodefined triarylolefins, hybrids of combretastatin A-4 and isocombretastatin A-4

  摘要：

  A series of triarylolefins bearing the combretastatin A-4 and the isocombretastatin A-4 cores were synthesized and evaluated. The cooperative ortho-effect of a labile bromine atom in the regioselective hydrostannation of unsymmetrical diarylalkynes leading to stereodefined triarylolefins is presented. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.007
• 作为产物：
  描述：

  (E)-(5-(2-(2-bromo-3,4,5-trimethoxyphenyl)-2-(tributylstannyl)vinyl)-2-methoxyphenoxy)(tert-butyl)dimethylsilane 在 碘 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到(E)-(5-(2-(2-bromo-3,4,5-trimethoxyphenyl)-2-iodovinyl)-2-methoxyphenoxy)(tert-butyl)dimethylsilane
  参考文献：
  名称：

  Regioselective hydrostannation of diarylalkynes directed by a labile ortho bromine atom: An easy access to stereodefined triarylolefins, hybrids of combretastatin A-4 and isocombretastatin A-4

  摘要：

  A series of triarylolefins bearing the combretastatin A-4 and the isocombretastatin A-4 cores were synthesized and evaluated. The cooperative ortho-effect of a labile bromine atom in the regioselective hydrostannation of unsymmetrical diarylalkynes leading to stereodefined triarylolefins is presented. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.007