五氟苯甲酰丙酮酸乙酯 | 916987-99-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 五氟苯甲酰丙酮酸乙酯
• 英文名称: Ethyl pentafluorobenzoylpyruvate
• 英文别名: ethyl 2-hydroxy-4-oxo-4-pentafluorophenyl-2-butenoate；ethyl-2-hydroxy-4-oxo-4-pentafluorophenylbut-2-enoate；Ethyl 4-pentafluorophenyl-2,4-dioxobutanoate；ethyl 2-hydroxy-4-oxo-4-pentafluorophenyl-but-2-enoate
• CAS: 916987-99-0
• 化学式: C₁₂H₇F₅O₄
• 分子量: 310.177
• InChiKey: IVVYXAWTQVDEDJ-HYXAFXHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  五氟苯甲酰丙酮酸乙酯 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 生成 5,6,7,8-Tetrafluoro-2-carboxy-4H-chromen-2-one
  参考文献：
  名称：

  Novel fluorinated chromones

  摘要：

  The self-condensation of ethyl pentafluorobenzoylacetate leads to the formation of 3-pentafluorophenyl-1H-isopyrono[2,3-b]-6,7,8,9-tetrafluorochrom in 37% yield. On hydrolysis, this gave 2-pentafluorobenzoylmethyl-5,6,7,8-tetrafluorochromone. Other routes for preparing some new fluorinated chromones have been confirmed via intramolecular cyclization of ethyl pentafluorobenzoylpyruvate and also from the 2-ethoxymethylene pentafluorobenzoylacetic ester.

  DOI：

  10.1016/s0022-1139(00)80470-4
• 作为产物：
  描述：

  bis(ethyl-2-hydroxy-4-oxo-4-pentafluorophenylbut-2-enoato)copper(II) 在 盐酸 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到五氟苯甲酰丙酮酸乙酯
  参考文献：
  名称：

  Novel fluorinated chromones

  摘要：

  The self-condensation of ethyl pentafluorobenzoylacetate leads to the formation of 3-pentafluorophenyl-1H-isopyrono[2,3-b]-6,7,8,9-tetrafluorochrom in 37% yield. On hydrolysis, this gave 2-pentafluorobenzoylmethyl-5,6,7,8-tetrafluorochromone. Other routes for preparing some new fluorinated chromones have been confirmed via intramolecular cyclization of ethyl pentafluorobenzoylpyruvate and also from the 2-ethoxymethylene pentafluorobenzoylacetic ester.

  DOI：

  10.1016/s0022-1139(00)80470-4

文献信息

• Aminoquinolones as GSK-3 inhibitors
  申请人：Cociorva Oana

  公开号：US20070254866A1

  公开（公告）日：2007-11-01

  Provided herein are aminoquinolones and pharmaceutically acceptable derivatives thereof. In certain embodiments, provided herein are compounds, compositions and methods for treating, preventing or ameliorating GSK-3 mediated diseases.

  本文提供了氨基喹啉及其药用可接受的衍生物。在某些实施例中，本文提供了用于治疗、预防或改善GSK-3介导疾病的化合物、组合物和方法。
• Synthesis of 2(3)-ethoxycarbonyl-5,6,7,8-tetrafluorochromones
  作者：V. I. Saloutin、Z. E. Skryabina、I. T. Bazyl、O. N. Chupakhin

  DOI：10.1007/bf00697086

  日期：1993.2

  The hitherto unknown ethyl pentafluorobenzoylpiruvate was prepared by condensing pentafluoroacetophenone with diethyl oxalate. Intramolecular cyclization of this ester or of its copper(II) chelate, as well as of ethyl 2-(ethoxymethylene)pentafluorobenzoylacetate affords 2- and 3-ethoxycarbonyl-5,6,7,8-tetrafluorochromones. Hydrolysis of the latter followed by decarboxylation gives 5,6,7,8-tetrafluorochromone

  迄今为止未知的五氟苯甲酰基丙酮酸乙酯是通过将五氟苯乙酮与草酸二乙酯缩合而制备的。该酯或其铜 (II) 螯合物以及 2-（乙氧基亚甲基）五氟苯甲酰乙酸乙酯的分子内环化得到 2- 和 3- 乙氧基羰基-5,6,7,8-四氟色酮。后者水解后脱羧得到 5,6,7,8-四氟色酮。
• Reactions of pentafluorobenzoylpyruvic ester and its copper(II) chelate with dinucleophiles
  作者：V.I. Saloutin、S.G. Perevalov

  DOI：10.1016/s0022-1139(99)00060-3

  日期：1999.6

  dinucleophiles — hydrazine, phenylhydrazine, hydroxylamine hydrochloride, 1,2-ethylenediamine, 1,2-phenylenediamine, 2-aminophenol — to form heterocyclic compounds. Reactions between bis(ethyl pentafluorobenzoylpyruvate)copper (II) chelate and these amine hydrochlorides also produce heterocycles. The analytical data of these compounds — elemental analysis, IR-, and NMR spectral data — are reported.

  五氟苯甲酰基丙酮酸酯与二亲核试剂（肼，苯肼，盐酸羟胺，1,2-乙二胺，1,2-苯二胺，2-氨基苯酚）反应形成杂环化合物。双（五氟苯甲酰基丙酮酸丙酮酸）铜（II）螯合物与这些胺盐酸盐之间的反应也产生杂环。报告了这些化合物的分析数据（元素分析，IR和NMR光谱数据）。
• New reactions of fluorinated 2,4-dioxoesters with aromatic aldehydes
  作者：Marina V. Pryadeina、Olga G. Khudina、Yanina V. Burgart、Viktor I. Saloutin、Oleg N. Chupakhin

  DOI：10.1070/mc2006v016n03abeh002322

  日期：2006.1

  4-Polyfluoroalkyl 2,4-dioxobutanoates react with aromatic aldehydes to give 4-aryl-2,6-dihydroxy-2,6-di (fluoroalkyl)-3,5-diethoxalyltetrahydropyrans 3a,b, whereas the reaction of 4-pentafluorobenzoyl 2,4-dioxobutanoate with benzaldehyde gives 5,6,7,8-tetrafluoro-1-phenyl-1 H -furo[3,4- b ]chromene-3,9-dione 4.

  4-多氟烷基2,4-二氧代丁酸酯与芳族醛反应生成4-芳基-2,6-二羟基-2,6-二（氟代烷基）-3,5-二乙氧基四氢吡喃3a，b，而4-五氟苯甲酰基2带有苯甲醛的，4-二氧代丁酸酯得到5,6,7,8-四氟-1-苯基-1 H-呋喃[3,4-b]色烯-3,9-二酮4。
• Aminoquinolones as GSK-3 Inhibitors
  申请人：Kyorin Pharmaceutical Co., Ltd.

  公开号：EP2383271A1

  公开（公告）日：2011-11-02

  Provided herein are aminoquinolones and pharmaceutically acceptable derivatives thereof. In certain embodiments, provided herein are compounds, compositions and methods for treating, preventing or ameliorating GSK-3 mediated diseases.

  本文提供的是氨基喹诺酮及其药学上可接受的衍生物。在某些实施方案中，本文提供了用于治疗、预防或改善 GSK-3 介导的疾病的化合物、组合物和方法。