3-ethynyl-2,2'-dimethoxybiphenyl | 884502-83-4

• 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: 3-ethynyl-2,2'-dimethoxybiphenyl
• 英文别名: 1-ethynyl-2-methoxy-3-(2-methoxyphenyl)benzene
• CAS: 884502-83-4
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: GQSPKDNIUBMPED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-ethynyl-2,2'-dimethoxybiphenyl 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 copper(l) iodide 、 TEA 、 氢溴酸 、 碳酸氢铵 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Factor VIIa inhibitors: A prodrug strategy to improve oral bioavailability

  摘要：

  We have developed a series of potent and selective factor VIIa inhibitors based on the 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-6-hydroxy-biphenyl-3-yl]-succinic acid scaffold. These amidine-containing compounds have low oral bioavailability. Herein, we describe our efforts to improve the oral bioavailability of the parent amidine via a prodrug strategy where the amidine basicity and polarity were reduced with either an alkoxy-amidine or a carbamate prodrug. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.039
• 作为产物：
  描述：

  2,2′-dimethoxy-[1,1′-biphenyl]-3-carbaldehyde 、 (1-重氮基-2-氧代丙基)膦酸二甲酯 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 以75%的产率得到3-ethynyl-2,2'-dimethoxybiphenyl
  参考文献：
  名称：

  Factor VIIa inhibitors: A prodrug strategy to improve oral bioavailability

  摘要：

  We have developed a series of potent and selective factor VIIa inhibitors based on the 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-6-hydroxy-biphenyl-3-yl]-succinic acid scaffold. These amidine-containing compounds have low oral bioavailability. Herein, we describe our efforts to improve the oral bioavailability of the parent amidine via a prodrug strategy where the amidine basicity and polarity were reduced with either an alkoxy-amidine or a carbamate prodrug. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.039

文献信息

• Synthesis of three-dimensionally arranged bis-biphenol ligand on hexaaryl benzene scaffold and its application for cross-pinacol coupling reaction
  作者：Toru Amaya、Akihiro Miyasaka、Toshikazu Hirao

  DOI：10.1016/j.tetlet.2011.06.113

  日期：2011.8

  The three-dimensionally arranged bis-biphenol ligand on a hexaaryl benzene scaffold for a dinuclear complex was synthesized by the Diels-Alder addition-decarbonylation reaction as a key step. Its preliminary studies on the titanium-induced cross-pinacol coupling reaction were performed based on step-by-step activation of two different aldehydes. (C) 2011 Elsevier Ltd. All rights reserved.