3',4’,5’-trifluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylic acid | 1258622-02-4

• 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',4’,5’-trifluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylic acid
• 英文别名: 2-hydroxy-5-(3,4,5-trifluorophenyl)benzoic acid
• CAS: 1258622-02-4
• 化学式: C₁₃H₇F₃O₃
• mdl: MFCD18086647
• 分子量: 268.192
• InChiKey: DSDMTMUOGXLYGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3',4’,5’-trifluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylic acid 在 solid phase supported bis(pyridine)iodonium(I) tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 以23%的产率得到3',4’,5’-trifluoro-4-hydroxy-5-iodo-[1,1'-biphenyl]-3-carboxylic acid
  参考文献：
  名称：

  Tuning Transthyretin Amyloidosis Inhibition Properties of Iododiflunisal by Combinatorial Engineering of the Nonsalicylic Ring Substitutions

  摘要：

  Two series of iododiflunisal and diflunisal analogues have been obtained by using a two step sequential reaction solution-phase parallel synthesis. The synthesis combined an aqueous Suzuki-Miyaura cross-coupling and a mild electrophilic aromatic iodination step using a new polymer-supported iodonium version of Barluenga's reagent. From a selected set of 77 noniodinated and 77 iodinated diflunisal analogues, a subset of good transthyretin amyloid inhibitors has been obtained with improved turbidimetry inhibition constants, high binding affinity to transthyretin, and good selectivity for TTR compared to other thyroxine binding proteins.

  DOI：

  10.1021/co5001234
• 作为产物：
  描述：

  5-碘水杨酸 、 3,4,5-三氟苯硼酸 在 palladium diacetate 、 sodium carbonate 作用下， 以 水 为溶剂， 以80%的产率得到3',4’,5’-trifluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylic acid
  参考文献：
  名称：

  Tuning Transthyretin Amyloidosis Inhibition Properties of Iododiflunisal by Combinatorial Engineering of the Nonsalicylic Ring Substitutions

  摘要：

  Two series of iododiflunisal and diflunisal analogues have been obtained by using a two step sequential reaction solution-phase parallel synthesis. The synthesis combined an aqueous Suzuki-Miyaura cross-coupling and a mild electrophilic aromatic iodination step using a new polymer-supported iodonium version of Barluenga's reagent. From a selected set of 77 noniodinated and 77 iodinated diflunisal analogues, a subset of good transthyretin amyloid inhibitors has been obtained with improved turbidimetry inhibition constants, high binding affinity to transthyretin, and good selectivity for TTR compared to other thyroxine binding proteins.

  DOI：

  10.1021/co5001234

文献信息

• A highly efficient catalyst of a nitrogen-based ligand for the Suzuki coupling reaction at room temperature under air in neat water
  作者：Shiwen Liu、Meiyun Lv、Daoan Xiao、Xiaogang Li、Xiuling Zhou、Mengping Guo

  DOI：10.1039/c3ob42517g

  日期：——

  Glycine is used to prepare an air-stable and water-soluble catalyst for the Suzuki–Miyaura reaction. In the presence of 0.1% [PdCl₂(NH₂CH₂COOH)₂], excellent catalytic activity is observed at room temperature under air in neat water.

  甘氨酸被用来制备一种空气稳定且水溶性的催化剂，用于Suzuki–Miyaura反应。在0.1% [PdCl₂(NH₂CH₂COOH)₂]存在下，在纯净水中，在室温下观察到优异的催化活性。