methyl (4-(trifluoromethyl)phenyl)glycinate | 126689-82-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (4-(trifluoromethyl)phenyl)glycinate
• 英文别名: methyl 2-(4-(trifluoromethyl)phenylamino)acetate；N-(4-Trifluoromethylphenyl)glycine methyl ester；methyl 2-[4-(trifluoromethyl)anilino]acetate
• CAS: 126689-82-5
• 化学式: C₁₀H₁₀F₃NO₂
• mdl: MFCD11152039
• 分子量: 233.19
• InChiKey: RCXFVOVWDMWLHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对三氟甲基苯胺 、 溴乙酸甲酯 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 methyl (4-(trifluoromethyl)phenyl)glycinate
  参考文献：
  名称：

  Synthesis and biological evaluation of 1,4-diazepane derivatives as T-type calcium channel blockers

  摘要：

  We have synthesized and biologically evaluated 1,4-diazepane derivatives as T-type calcium channel blockers. In this study, we discovered compound 4s, a potential T-type calcium channel blocker with good selectivity over hERG and N-type calcium channels. In addition, it exhibited favorable pharmacokinetic characteristics for further investigation of T-type calcium channel related diseases. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.084

文献信息

• Electrochemically Driven, Ni-Catalyzed Aryl Amination: Scope, Mechanism, and Applications
  作者：Yu Kawamata、Julien C. Vantourout、David P. Hickey、Peng Bai、Longrui Chen、Qinglong Hou、Wenhua Qiao、Koushik Barman、Martin A. Edwards、Alberto F. Garrido-Castro、Justine N. deGruyter、Hugh Nakamura、Kyle Knouse、Chuanguang Qin、Khalyd J. Clay、Denghui Bao、Chao Li、Jeremy T. Starr、Carmen Garcia-Irizarry、Neal Sach、Henry S. White、Matthew Neurock、Shelley D. Minteer、Phil S. Baran

  DOI：10.1021/jacs.9b01886

  日期：2019.4.17

  C-N cross-coupling is one of the most valuable and widespread transformations in organic synthesis. Largely dominated by Pd- and Cu-based catalytic systems, it has proven to be a staple transformation for those in both academia and industry. The current study presents the development and mechanistic understanding of an electrochemically driven, Ni-catalyzed method for achieving this reaction of high

  CN 交叉偶联是有机合成中最有价值和最广泛的转化之一。它主要由 Pd 和 Cu 基催化系统主导，已被证明是学术界和工业界人士的主要转变。目前的研究展示了一种电化学驱动的镍催化方法的发展和机理理解，以实现这种具有高度战略重要性的反应。通过一系列电化学、计算、动力学和经验实验，该反应的关键机制特征已被揭开，从而产生了适用于广泛芳基卤化物和胺亲核试剂的第二代条件，包括复杂的例子寡肽、药用杂环、天然产物和糖。
• Coupling of Alternating Current to Transition-Metal Catalysis: Examples of Nickel-Catalyzed Cross-Coupling
  作者：Evgeniy O. Bortnikov、Sergey N. Semenov

  DOI：10.1021/acs.joc.0c02350

  日期：2021.1.1

  higher yields and selectivity compared to that observed in the control experiments with direct current. Our mechanistic studies suggested the importance of both reduction and oxidation processes in the maintenance of the AC-assisted catalytic reactions. As described in presented examples, the AC assistance should be well-suited for catalytic cycles involving reductive elimination or oxidative addition

  通过单电子转移步骤将过渡金属耦合至光氧化还原催化循环已成为催化过程发展的有力工具。在这项工作中，我们证明了过渡金属催化可以通过周期性发生在同一电极上的电子转移步骤与交流电（AC）耦合。与在直流电的对照实验中观察到的相比，AC辅助的Ni催化的芳香族溴化物的胺化，醚化和酯化反应显示出更高的收率和选择性。我们的机理研究表明，还原过程和氧化过程对维持AC辅助催化反应的重要性。如示例所示，
• Triazine derivatives
  申请人：Glaxo Group Limited

  公开号：US04985427A1

  公开（公告）日：1991-01-15

  Compounds of formula (I) ##STR1## wherein R.sup.1 is selected from the group consisting of hydrogen, halogen, hydroxy, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenylC.sub.1-3 alkoxy (in which the phenyl group is optionally substituted by a substituent selected from halogen, C.sub.1-3 alkyl, C.sub.1-3 alkoxy and hydroxy), nitro, trifluoromethyl, cyano, --CO.sub.2 R.sup.3 (wherein R.sup.3 is selected from hydrogen and C.sub.1-4 alkyl) and --CONR.sup.4 R.sup.5 (wherein R.sup.4 and R.sup.5 are each independently selected from hydrogen and C.sub.1-4 alkyl, or R.sup.4 and R.sup.5 together with the nitrogen atom to which they are attached form a saturated 5- to 7- membered ring, which ring optionally contains one or more groups or atoms selected from oxygen, sulphur, --NH-- and --N(CH.sub.3)--); and R.sup.2 is selected from the group consisting of hydrogen, halogen, hydroxy, C.sub.1-6 alkyl and C.sub.1-6 alkoxy; and salts thereof are inhibitors of the enzyme 5-lipoxygenase. Processes for preparing the compounds of formula (I) and compositions containing them are also described.

  化合物的式(I) ##STR1## 其中R.sup.1选自以下组成的群：氢、卤素、羟基、C.sub.1-6烷基、C.sub.1-6烷氧基、苯基C.sub.1-3烷氧基（其中苯基可选择地被卤素、C.sub.1-3烷基、C.sub.1-3烷氧基和羟基的取代基取代）、硝基、三氟甲基、氰基、--CO.sub.2R.sup.3（其中R.sup.3选自氢和C.sub.1-4烷基）和--CONR.sup.4R.sup.5（其中R.sup.4和R.sup.5各自独立地选自氢和C.sub.1-4烷基，或R.sup.4和R.sup.5与它们附着的氮原子一起形成饱和的5-至7-成员环，该环可选择地包含一个或多个从氧、硫、--NH--和--N(CH.sub.3)--中选择的基团或原子）； R.sup.2选自以下组成的群：氢、卤素、羟基、C.sub.1-6烷基和C.sub.1-6烷氧基；及其盐是5-脂氧合酶酶的抑制剂。还描述了制备式(I)化合物的过程和含有它们的组合物。
• US4985427A
  申请人：——

  公开号：US4985427A

  公开（公告）日：1991-01-15
• US7439258B2
  申请人：——

  公开号：US7439258B2

  公开（公告）日：2008-10-21