N,N,2-trimethyl-2-(2-methylpropanoyl)hex-5-enamide | 1068141-16-1

• 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: N,N,2-trimethyl-2-(2-methylpropanoyl)hex-5-enamide
• CAS: 1068141-16-1
• 化学式: C₁₃H₂₃NO₂
• 分子量: 225.331
• InChiKey: TVWHSGADACAXRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N,2-trimethyl-2-(2-methylpropanoyl)hex-5-enamide 在 1-methoxyethyl-3-methylimidazolium mesylate 作用下， 以 异丙醇 为溶剂， 以79%的产率得到(1RS,2SR,3RS)-N,N-dimethyl-2-hydroxy-2-isopropyl-1,3-dimethylcyclopentanecarboxamide
  参考文献：
  名称：

  A new diastereoselective intramolecular electroreductive coupling of unsaturated β-ketoesters and β-ketoamides in ionic liquids at a tin cathode

  摘要：

  The diastereoselective intramolecular electroreductive coupling of several beta-ketoesters and beta-ketoamides has been accomplished at a tin cathode in ionic liquids and isopropanol (9:1). The ionic liquids used are 1-butyl-3-methylimidazolium bromide [BMIM]Br, 1-butyl-3-methylimidazolium tetrafluoroborate [BMIM]BF4, 1-methoxyethyl-3-methylimidazolium trifluoroacetate [MOEMIM]CF3COO and 1-methoxyethyl-3-methylimidazolium mesylate [MOEMIM]Ms. This methodology offers a clean and green process for the synthesis of functionalized carbocycles in good yields with excellent stereochemical control at three stereogenic centres. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.076