methyl 2-methyl-2-(3,3,8-trimethyl-4-oxo-1,2,3,4-tetrahydroquinolin-2-yl)propanoate | 1345013-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: methyl 2-methyl-2-(3,3,8-trimethyl-4-oxo-1,2,3,4-tetrahydroquinolin-2-yl)propanoate
• CAS: 1345013-86-6
• 化学式: C₁₇H₂₃NO₃
• 分子量: 289.375
• InChiKey: ZBDWFLYIFPPEHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  methyl 5-(3-methyl-2-nitrophenyl)-2,2,4,4-tetramethyl-3,5-dioxopentanoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以58%的产率得到methyl 2-methyl-2-(3,3,8-trimethyl-4-oxo-1,2,3,4-tetrahydroquinolin-2-yl)propanoate
  参考文献：
  名称：

  Synthesis and characterization of permethylated 1,3,5-tri- and 1,3,5,7-tetracarbonyl compounds

  摘要：

  Permethylated 1,3,5-tri- and 1,3,5,7-tetracarbonyl compounds were prepared and structurally characterized. 2,2,4,4-Tetramethyl-3,5-dioxoesters were prepared by condensation of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with acid chlorides and subsequent reaction with methyl iodide. 2,2,4,4,6,6-Hexa-substituted 3,5-dioxopimelates were prepared by condensation of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with methyl 3-chloro-3-oxopropanoate and subsequent methylation. The use of caesium carbonate as the base for the methylation proved to be important to achieve good yields. The conformation of the products was studied by experimental and theoretical methods (DFT calculations). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.065