(Z)-3-(3,4-dimethoxyphenyl)-3-(tributylstannyl)acrylonitrile | 1029095-74-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (Z)-3-(3,4-dimethoxyphenyl)-3-(tributylstannyl)acrylonitrile
• CAS: 1029095-74-6；1029095-76-8
• 化学式: C₂₃H₃₇NO₂Sn
• 分子量: 478.262
• InChiKey: CSZNRTRQLOEXCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-3-(3,4-dimethoxyphenyl)-3-(tributylstannyl)acrylonitrile 、 3,5-双三氟甲基溴苯 在 Pd(dppf) cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以73%的产率得到(E)-3-(3,5-双(三氟甲基)苯基)-3-(3,4-二甲氧基苯基)丙烯腈
  参考文献：
  名称：

  Stereoselective Synthesis of 3,3-Diarylacrylonitriles as Tubulin Polymerization Inhibitors

  摘要：

  A series of 3,3-diarylacrylonitriles were synthesized stercoselectively as tubulin polymerization inhibitors for potential use in cancer chemotherapy. This synthetic route features stannylcupration and palladium-catalyzed Stille cross-coupling chemistry, allowing both E and Z isomers of 3,3-diarylacrylonitriles to be prepared in a very short sequence of reactions.

  DOI：

  10.1021/jo800428b

文献信息

• Stereoselective Synthesis of 3,3-Diarylacrylonitriles as Tubulin Polymerization Inhibitors
  作者：Zhenglai Fang、Yunlong Song、Taradas Sarkar、Ernest Hamel、William E. Fogler、Gregory E. Agoston、Phillip E. Fanwick、Mark Cushman

  DOI：10.1021/jo800428b

  日期：2008.6.1

  A series of 3,3-diarylacrylonitriles were synthesized stercoselectively as tubulin polymerization inhibitors for potential use in cancer chemotherapy. This synthetic route features stannylcupration and palladium-catalyzed Stille cross-coupling chemistry, allowing both E and Z isomers of 3,3-diarylacrylonitriles to be prepared in a very short sequence of reactions.