methyl 2,3,4,6-tetrafluorobenzoate | 53001-68-6

• 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: methyl 2,3,4,6-tetrafluorobenzoate
• 英文别名: 2,3,4,6-Tetrafluor-benzoesaeure-methylester
• CAS: 53001-68-6
• 化学式: C₈H₄F₄O₂
• 分子量: 208.112
• InChiKey: PXXRNDMEWYJEDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2,3,4,6-tetrafluorobenzoate 在 RaNi 4-二甲氨基吡啶 、 sodium hydroxide 、 草酰氯 、 potassium tert-butylate 、 氢气 、 乙酸酐 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 乙腈 、 叔丁醇 为溶剂， 45.0~60.0 ℃ 、137.9 kPa 条件下， 反应 114.5h， 生成 ethyl 5-amino-1-ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis and biological activity of 5-amino- and 5-hydroxyquinolones, and the overwhelming influence of the remote N1-substituent in determining the structure-activity relationship

  摘要：

  A series of 5-amino- and 5-hydroxyquinolone antibacterials substituted at C7 with a select group of common piperazinyl and 3-aminopyrrolidinyl side chains was prepared. These 5-substituted derivatives were compared to the analogous 5-hydrogen compounds for antiinfective activity by using DNA gyrase inhibition, minimum inhibitory concentrations against a variety of bacteria, and in vivo efficacy in the mouse infection model. The influence on the structure-activity relationships of varied substituents at C8 (H, F, Cl) and Ni (ethyl, cyclopropyl, difluorophenyl) was also studied. The results showed that several of the structure-activity conclusions regarding side-chain bulk at C7, the effect of halogen at C8, and the effect of the C5-amino group were greatly influenced by the choice of the N1-substituent. Several outstanding broad spectrum quinolones were identified in this work. In particular, the spectrum and potency of the 7-piperazinyl quinolones could be greatly enhanced by the judicious choice of C5-, C8-, and N1-substitutents.

  DOI：

  10.1021/jm00107a039
• 作为产物：
  描述：

  5-Chlor-2,3,4,6-tetrafluor-benzoesaeure-methylester 在 fac-tris(2-phenylpyridinato-N,C2')iridium(III) 、 N,N-二异丙基乙胺 作用下， 以 氘代苯 、 乙腈 为溶剂， 以92 %的产率得到methyl 2,3,4,6-tetrafluorobenzoate
  参考文献：
  名称：

  分子雕刻：通过苯甲酸盐的光催化加氢脱氟加快获得各种氟化芳烃的多用途工具

  摘要：

  从高度氟化的苯甲酸酯开始，我们开发了氟化苯甲酸芳基酯的定向光催化加氢脱氟 (HDF)，并展示了它与其他 HDF 策略的协同作用，以及 C-H 芳基化、脱羧偶联和脱羧质子化，以获得大多数氟化模式苯甲酸酯衍生物，并通过分子雕刻方法扩展苯衍生物。温和的反应条件和出色的区域选择性使该方法成为合成的理想选择。这种方法提供了从几种高度氟化的市售苯甲酸中获得 16 种具有不同氟化模式的苯甲酸酯衍生物的途径。我们为西格列汀、二氟尼柳和其他药学上重要的分子合成关键中间体或活性药物成分。重要的，我们提供了关于相对脱氟率和改变这些率的策略的重要见解。我们展示了 HDF 和相关技术的协同使用，以快速提高这些简单的商用全氟芳烃的合成复杂性，从而形成复杂的部分氟化分子。

  DOI：

  10.1021/acs.joc.2c02332

文献信息

• Quinolone derivatives and antibacterial agents containing the same
  申请人：Wakunaga Seiyaku Kabushiki Kaisha

  公开号：US05245037A1

  公开（公告）日：1993-09-14

  Antibacterial quinolone derivatives represented by the following formula [I] and salts thereof are disclosed. ##STR1## wherein R.sup.1 means a hydrogen atom or a carboxyl-protecting group; R.sup.2 denotes a hydrogen or halogen atom or a hydroxyl, lower alkoxyl, amino, aralkylamino, or mono- or di-(lower alkyl)amino group; A represents an oxygen or sulfur atom or N--R.sup.3 in which R.sup.3 is a hydrogen atom or an amino-protecting group; X is a hydrogen or halogen atom; Y means a nitrogen atom or C--R.sup.4 in which R.sup.4 is a hydrogen or halogen atom or a lower alkyl or lower alkoxyl group; and Z denotes a halogen atom or a substituted or unsubstituted heterocyclic group having at least one nitrogen atom as a hetero atom.

  公开了以下通式[I]表示的抗菌喹诺酮衍生物及其盐： ##STR1## 其中R1表示氢原子或羧基保护基；R2表示氢或卤素原子，或羟基、低级烷氧基、氨基、芳烷基氨基、或单-或二-(低级烷基)氨基；A表示氧或硫原子，或N--R3，其中R3是氢原子或氨基保护基；X是氢或卤素原子；Y表示氮原子或C--R4，其中R4是氢或卤素原子，或低级烷基或低级烷氧基；Z表示卤素原子，或至少有一个氮原子作为杂原子的取代或未取代的杂环基团。
• Novel quinolone derivatives, preparation processes thereof, and antibacterial agents containing the same
  申请人：WAKUNAGA SEIYAKU KABUSHIKI KAISHA

  公开号：EP0393400B1

  公开（公告）日：1994-12-21
• FLUORINE-CONTAINING COPOLYMER COMPOSITION AND PROCESS FOR PRODUCTION THEREOF
  申请人：Asahi Glass Company, Limited

  公开号：EP2338935B1

  公开（公告）日：2012-12-12
• FLUOROCOPOLYMER COMPOSITION AND ITS PRODUCTION PROCESS
  申请人：Nakano Takashi

  公开号：US20110172336A1

  公开（公告）日：2011-07-14

  To provide a composition comprising a fluorocopolymer such as an ethylene/tetrafluoroethylene copolymer which can be produced at a relatively low temperature, and its production process. A fluorocopolymer composition which comprises a fluorocopolymer such as an ethylene/tetrafluoroethylene copolymer and a fluorinated aromatic compound having a melting point of at most 230° C. and having a fluorine content in the compound of from 5 to 75 mass %, and is in a solution state at a temperature of at most the melting point of the fluorocopolymer, and a process for producing the fluorocopolymer composition, which comprises a step of dissolving the fluorocopolymer in a solvent containing the fluorinated aromatic compound at a temperature of at most the melting point of the fluorocopolymer.
• US5245037A
  申请人：——

  公开号：US5245037A

  公开（公告）日：1993-09-14