ethyl 2,2-difluoro-2-(4'-methoxy-4-biphenylyl)acetate | 1227161-01-4

• 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: ethyl 2,2-difluoro-2-(4'-methoxy-4-biphenylyl)acetate
• 英文别名: difluoro-(4'-methoxy-biphenyl-4-yl)-acetic acid ethyl ester；(4'-Methoxybiphenyl-4-yl)difluoroacetic acid ethyl ester；ethyl 2,2-difluoro-2-[4-(4-methoxyphenyl)phenyl]acetate
• CAS: 1227161-01-4
• 化学式: C₁₇H₁₆F₂O₃
• 分子量: 306.309
• InChiKey: NPQCIMHTOHRZFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2,2-difluoro-2-(4'-methoxy-4-biphenylyl)acetate 在 aq. NaOH 、 sodium chloride 作用下， 以 甲醇 为溶剂， 生成 difluoro-(4'-methoxy-biphenyl-4-yl)-acetic acid
  参考文献：
  名称：

  Difluorobutyric acid metalloprotease inhibitors

  摘要：

  按照以下公式（I）的化合物在治疗过度金属蛋白酶活性所表现的疾病方面具有有效性。

  公开号：

  US20030139453A1
• 作为产物：
  描述：

  4'-Methoxy-α-oxo<1,1'-biphenyl>-4-essigsaeureethylester 在 diethylaminosulfur trifluoride 作用下， 以 (2S)-N-methyl-1-phenylpropan-2-amine hydrate 、 二氯甲烷 为溶剂， 生成 ethyl 2,2-difluoro-2-(4'-methoxy-4-biphenylyl)acetate
  参考文献：
  名称：

  Difluorobutyric acid metalloprotease inhibitors

  摘要：

  按照以下公式（I）的化合物在治疗过度金属蛋白酶活性所表现的疾病方面具有有效性。

  公开号：

  US20030139453A1

文献信息

• Palladium-Catalyzed Difluoroalkylation of Aryl Boronic Acids: A New Method for the Synthesis of Aryldifluoromethylated Phosphonates and Carboxylic Acid Derivatives
  作者：Zhang Feng、Qiao-Qiao Min、Yu-Lan Xiao、Bo Zhang、Xingang Zhang

  DOI：10.1002/anie.201309535

  日期：2014.2.3

  The palladium‐catalyzed difluoroalkylation of aryl boronic acids with bromodifluoromethylphosphonate, bromodifluoroacetate, and further derivatives has been developed. This method provides a facile and useful access to a series of functionalized difluoromethylated arenes (ArCF2PO(OEt)2, ArCF2CO2Et, and ArCF2CONR1R2) that have important applications in drug discovery and development. Preliminary mechanistic

  已开发出溴化二氟甲基膦酸酯，溴化二氟乙酸酯和其他衍生物的钯催化的芳基硼酸二氟烷基化反应。该方法为在药物发现和开发中具有重要应用的一系列功能化的二氟甲基化芳烃（ArCF 2 PO（OEt）2，ArCF 2 CO 2 Et和ArCF 2 CONR 1 R 2）提供了便捷而有用的途径。初步的机理研究表明，单电子转移（SET）途径可能参与了催化循环。
• Cobalt-catalyzed cross-coupling reaction of arylzinc reagents with ethyl bromodifluoroacetate
  作者：Keisuke Araki、Munenori Inoue

  DOI：10.1016/j.tet.2013.03.041

  日期：2013.5

  Transition metal-catalyzed cross-coupling reactions of arylmetal reagents with ethyl bromodifluoroacetate have been explored. After intensive investigations, we have successfully found that a cobalt-catalyzed cross-coupling reaction (catalytic alkoxycarbonyldifluoromethylation) of arylzinc reagents with ethyl bromodifluoroacetate smoothly proceeded to afford the corresponding ethyl aryldifluoroacetates

  已经研究了过渡金属催化的芳基金属试剂与溴代二氟乙酸乙酯的交叉偶联反应。经过深入研究，我们成功地发现芳基锌试剂与溴代二氟乙酸乙酯的钴催化交叉偶联反应（催化性烷氧基羰基二氟甲基化反应）顺利进行，从而以中等至良好的收率得到了相应的芳基二氟乙酸乙酯。
• DIFLUOROBUTYRIC ACID DERIVATIVES AND THEIR USE AS METALLOPROTEASE INHIBITORS
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1265865A2

  公开（公告）日：2002-12-18
• US6852751B2
  申请人：——

  公开号：US6852751B2

  公开（公告）日：2005-02-08
• [EN] DIFLUOROBUTYRIC ACID METALLOPROTEASE INHIBITORS<br/>[FR] INHIBITEURS DE METALLOPROTEASES D'ACIDE DIFLUOROBUTYRIQUE
  申请人：PROCTER & GAMBLE

  公开号：WO2001070693A2

  公开（公告）日：2001-09-27

  Compounds which are inhibitors of metalloproteases and which are effective in treating conditions characterized by excess metalloprotease activity. In particular, the compounds have a structure according to the following Formula (I): where A, G, R?1, R2, R3¿, X, Y and Z have the meanings described in the specification. This invention also includes optical isomers, diastereomers and enantiomers of Formula I, pharmaceutically-acceptable salts, biohydrolyzable, esters thereof and conjugates thereof. Also described are pharmaceutical compositions comprising these compounds, and methods of treating metalloprotease-related maladies using the compounds or the pharmaceutical compositions. This invention also includes intermediates useful for the synthesis of the compounds of Formula (I).