(Z)-methyl-2-(2-(3'-aminobiphenyl-3-yl)-2-fluorovinyl)benzoate | 1206904-56-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (Z)-methyl-2-(2-(3'-aminobiphenyl-3-yl)-2-fluorovinyl)benzoate
• CAS: 1206904-56-4
• 化学式: C₂₂H₁₈FNO₂
• 分子量: 347.389
• InChiKey: KRUJJDDGGJJHPV-STZFKDTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  52.32
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  BOC-L-脯氨酸 、 (Z)-methyl-2-(2-(3'-aminobiphenyl-3-yl)-2-fluorovinyl)benzoate 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以80%的产率得到(S,Z)-tert-butyl 2-(3'-(1-fluoro-2-(2-(methoxycarbonyl)phenyl)vinyl)biphenyl-3-ylcarbamoyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics

  摘要：

  The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed aryl Suzuki and Stille cross-coupling reactions have been surveyed to proceed with complete retention of fluoroalkene geometry, and permit the direct incorporation of a variety of aryl and heteroaromatic substituents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.099
• 作为产物：
  描述：

  (Z)-3'-(2-bromo1-1-fluorovinyl)biphenyl-3-amine 、 2-(甲氧基羰基)苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 反应 10.0h， 以64%的产率得到(Z)-methyl-2-(2-(3'-aminobiphenyl-3-yl)-2-fluorovinyl)benzoate
  参考文献：
  名称：

  A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics

  摘要：

  The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed aryl Suzuki and Stille cross-coupling reactions have been surveyed to proceed with complete retention of fluoroalkene geometry, and permit the direct incorporation of a variety of aryl and heteroaromatic substituents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.099