Cis-Trimethoxystilbene | 226713-12-8

• 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: Cis-Trimethoxystilbene
• 英文别名: 1,2,3-trimethoxy-4-[(Z)-2-phenylethenyl]benzene
• CAS: 226713-12-8
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: ZKXCILYDBWPWKZ-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2,3-trimethoxy-4-(phenylethynyl)benzene 在 platinum(IV) oxide 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以77%的产率得到Cis-Trimethoxystilbene
  参考文献：
  名称：

  One-pot hydrosilylation–protodesilylation of functionalized diarylalkynes: a highly selective access to Z-stilbenes. Application to the synthesis of combretastatin A-4

  摘要：

  An efficient stereoselective synthesis of Z-stilbenes has been developed from diarylalkynes via a new hydrosilylation-protodesilylation process. The scope and limitation of this method is presented to stereo selectively prepare a wide range of (Z)-stilbenes in a one-pot way is presented. A concise application to the preparation of combretastatin A-4 (CA-4), a vascular targeting agent inhibitor of tubulin polymerisation is described. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.057

文献信息

• One-pot hydrosilylation–protodesilylation of functionalized diarylalkynes: a highly selective access to Z-stilbenes. Application to the synthesis of combretastatin A-4
  作者：Anne Giraud、Olivier Provot、Abdallah Hamzé、Jean-Daniel Brion、Mouâd Alami

  DOI：10.1016/j.tetlet.2007.12.057

  日期：2008.2

  An efficient stereoselective synthesis of Z-stilbenes has been developed from diarylalkynes via a new hydrosilylation-protodesilylation process. The scope and limitation of this method is presented to stereo selectively prepare a wide range of (Z)-stilbenes in a one-pot way is presented. A concise application to the preparation of combretastatin A-4 (CA-4), a vascular targeting agent inhibitor of tubulin polymerisation is described. (C) 2007 Elsevier Ltd. All rights reserved.