methyl-2-hydroxy-2-trifluoromethyl-3-acetylsuccinic acid | 152450-57-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: methyl-2-hydroxy-2-trifluoromethyl-3-acetylsuccinic acid
• 英文别名: 2-Hydroxy-2-trifluoromethyl-3-acetylsuccinic acid-1-methyl-4-ethylester；methyl 3,5-dideoxy-3-(ethoxycarbonyl)-2-C-(trifluoromethyl)pent-4-ulosonate；3-acetyl-2-hydroxy-2-trifluoromethyl-butanedioic acid 4-ethyl-1-methyl ester；4-O-ethyl 1-O-methyl 3-acetyl-2-hydroxy-2-(trifluoromethyl)butanedioate
• CAS: 152450-57-2
• 化学式: C₁₀H₁₃F₃O₆
• 分子量: 286.205
• InChiKey: JWFMNWOUIRJVQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl-2-hydroxy-2-trifluoromethyl-3-acetylsuccinic acid 在 氯化亚砜 作用下， 以 氯仿 、 苯 为溶剂， 反应 22.0h， 生成 4-(1-thio-β-hydroxyethyl-1-methoxycarbonyl-2,2,2-trifluoroethyl)-3-methyl-1-phenylpyrazol-5-one
  参考文献：
  名称：

  Reactions of highly electrophilic polyfluoro unsaturated compounds with pyrazole derivatives

  摘要：

  Pyrazole derivatives were hydroxyalkylated at the C4 atom by hexafluoroacetate and methyl trifluoropyruvate. The products of the hydroxyalkylation were dehydrated to the corresponding alkylidene derivatives which were reacted with nucleophiles. Dicyanoethylenes, obtained from polyfluorocarbonyl compounds, alkylated pyrazol-5-ones with the formation of pyrazolopyran derivatives.

  DOI：

  10.1007/bf00863375
• 作为产物：
  描述：

  三氟丙酮酸甲酯 、 乙酰乙酸乙酯 反应 3.0h， 以95%的产率得到methyl-2-hydroxy-2-trifluoromethyl-3-acetylsuccinic acid
  参考文献：
  名称：

  The condensation of methyl trifluoropyruvate with carbonyl compounds

  摘要：

  DOI：

  10.1007/bf00957801

文献信息

• INDOLEDIONE DERIVATIVE
  申请人：MSD K.K.

  公开号：EP2145884B1

  公开（公告）日：2014-08-06
• Synthesis and Evaluation of a Novel Indoledione Class of Long Chain Fatty Acid Elongase 6 (ELOVL6) Inhibitors
  作者：Toshiyuki Takahashi、Tsuyoshi Nagase、Takahide Sasaki、Akira Nagumo、Ken Shimamura、Yasuhisa Miyamoto、Hidefumi Kitazawa、Maki Kanesaka、Ryo Yoshimoto、Katsumi Aragane、Shigeru Tokita、Nagaaki Sato

  DOI：10.1021/jm900391x

  日期：2009.5.28

  Novel indoledione derivatives were synthesized and evaluated as long chain fatty acid elongase 6 (ELOVL6) inhibitors. Systematic optimization of an indole class of lead 1 led to the identification of potent ELOVL6 selective inhibitors. Representative inhibitor 37 showed sustained plasma exposure and good liver penetrability in mice. After oral administration, 37 potently inhibited ELOVL6 activity in the liver in mice.
• GOLUBEV, A. S.;GALAXOV, M. V.;KOLOMIETS, A. F.;FOKIN, A. V., IZV. AN CCCP. CEP. XIM.,(1989) N, S. 2127-2130
  作者：GOLUBEV, A. S.、GALAXOV, M. V.、KOLOMIETS, A. F.、FOKIN, A. V.

  DOI：——

  日期：——
• US8106086B2
  申请人：——

  公开号：US8106086B2

  公开（公告）日：2012-01-31