2-(4'-Fluor-4-biphenylyl)-propionsaeure | 6908-47-0

• 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: 2-(4'-Fluor-4-biphenylyl)-propionsaeure
• 英文别名: 2-[4-(4-Fluorophenyl)phenyl]propanoic acid
• CAS: 6908-47-0
• 化学式: C₁₅H₁₃FO₂
• 分子量: 244.265
• InChiKey: MSVCNANNDFVTEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-methyl-3-(4'-fluoro-4-biphenylyl)-pyruvic acid 生成 2-(4'-Fluor-4-biphenylyl)-propionsaeure
  参考文献：
  名称：

  KOGURE K.; SUEDA N.; NAKAGAWA K.; FUKAWA H., AGR. AND BIOL. CHEM. , 1976, 40, NO 2, 435-436

  摘要：

  DOI：

文献信息

• Manufacture of alpha-arylalkanoic acids and precursors
  申请人：SYNTEX PHARMACEUTICALS INTERNATIONAL LIMITED

  公开号：EP0064394A1

  公开（公告）日：1982-11-10

  a-Arylalkanoic acids or esters, ortho esters or amides thereof are prepared by forming an a-hydroxy ketal or thioketal of an aryl alkyl ketone, activating the a-hydroxy substituent with an esterifying agent to form the corresponding ketal or thioketal ester substrate, wherein the ester group is sufficiently labile to non-catalytically disassociate from the substrate in a protic or dipolar, aprotic solvent, maintaining the ester substrate in contact with the protic or dipolar, aprotic solvent or mixtures thereof for a time sufficient to form the corresponding α-arylalkanoic acid or ester, ortho ester or amide thereof, optionally concomitantly or sequentially hydrolyzing any ester, ortho ester or amide formed to the corresponding a-arylalkanoic acid and optionally converting the latter into a salt The rearrangement can be conducted in the absence of water and under acidic conditions to afford high yields of the desired a-arylalkanoic acids.

  a- 芳基烷酸或其酯、正交酯或酰胺的制备方法是：形成芳基烷基酮的 a- 羟基酮或硫酮，用酯化剂活化 a- 羟基取代基以形成相应的酮或硫酮酯底物，其中酯基具有足够的亲和性，可在原 性或双极性烷基溶剂中非催化地与底物脱离，保持酯底物与原性或双极性烷基溶剂或其混合物接触足够长的时间以形成相应的 α-芳基烷酸或其酯、正交酯或酰胺，可选择同时形成α-芳基烷酸或其酯、正交酯或酰胺、重排可在无水和酸性条件下进行，以获得高产率的所需芳基烷酸。
• Preparation of optically active alpha-arylalkanoic acids and precursors thereof
  申请人：SYNTEX PHARMACEUTICALS INTERNATIONAL LIMITED

  公开号：EP0110671A1

  公开（公告）日：1984-06-13

  This invention concerns a process of preparing optically active a-arylalkanoic acids useful as pharmaceutical (e.g., anti-inflammatory) agents, and their precursors. These a-arylalkanoic acids, esters, amides, nitriles, oxazolines and metal salts are stereoselectively prepared by forming the metal or metal halide of the corresponding acid, ester, amide, oxazoline, nitrile, or metal salt and treating the compound so prepared with an aryl halide in the presence of a chiral (optically active) transition metal catalyst, optionally in the presence of a dipolar aprotic solvent or mixtures thereof, for a time sufficient to form the corresponding optically active a-arylalkanoic acid, ester, amide, nitrile, oxazoline or metal salt, and optionally concomitantly or sequentially hydrolyzing any ester, amide, nitrile, oxazoline or metal salt formed to the corresponding optically active α-arylalkanoic acid. The process optionally further includes removal of halogen atom from the aromatic portion or methylation of the aryl hydroxyl portion of the a-arylalkanoic acid, as well as subsequent formation of the pharmaceutically acceptable salts and esters of the optically active a-arylalkanoic acid.

  本发明涉及一种制备光学活性芳基烷酸及其前体的工艺，这种芳基烷酸可用作药剂（如消炎剂）。这些 a-芳基烷酸、酯、酰胺、腈、噁唑啉和金属盐是通过形成相应酸、酯、酰胺、噁唑啉、腈或金属盐的金属或金属卤化物，并在手性（光学活性）过渡金属催化剂存在下用芳基卤化物处理如此制备的化合物而立体选择性制备的、任选在双极性烷基溶剂或其混合物存在下，处理足够长的时间以形成相应的光学活性 a-芳基烷酸、酯、酰胺、腈、噁唑啉或金属盐，并任选同时或依次将形成的任何酯、酰胺、腈、噁唑啉或金属盐水解为相应的光学活性 α-芳基烷酸。该工艺可选地进一步包括从芳香部分去除卤原子或芳基羟基部分的甲基化，以及随后形成具有光学活性的芳基烷酸的药学上可接受的盐和酯。
• Preparation of alpha-methylareneacetic acids
  申请人：SYNTEX PHARMACEUTICALS INTERNATIONAL LIMITED

  公开号：EP0380316A2

  公开（公告）日：1990-08-01

  A process for the preparation of α-methylarene-­acetic acids includes treating suitable ketals in an aqueous acidic medium to cause rearrangement of the ketal to an ester of the corresponding α-methylareneacetic acid, and hydrolyzing the thus-formed ester to yield the α-methylareneacetic acid.

  制备α-甲基亚甲基乙酸的工艺包括在水性酸性介质中处理合适的酮，使酮重排为相应的α-甲基亚甲基乙酸酯，并水解由此形成的酯，得到α-甲基亚甲基乙酸。
• Optically active alpha-substituted aryl ketones, their preparation and their use in preparing alpha-arylalkanoic acids
  申请人：SYNTEX PHARMACEUTICALS INTERNATIONAL LIMITED

  公开号：EP0081993B1

  公开（公告）日：1988-08-17
• US4144397A
  申请人：——

  公开号：US4144397A

  公开（公告）日：1979-03-13