5-(2-aminoethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione | 77570-17-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(2-aminoethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• 英文别名: 5-(1-Aminoethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS: 77570-17-3
• 化学式: C₈H₁₁NO₄
• mdl: MFCD01924700
• 分子量: 185.18
• InChiKey: ZPPFOYAYLKJGJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙醇 、 5-(2-aminoethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 在 水 、 sodium ethanolate 作用下， 生成 3-氨基巴豆酸乙酯
  参考文献：
  名称：

  Imidate Chemistry: A General and Versatile Synthesis of β-Enaminoesters, β-Ketoesters, and Methyl Ketones from Nitriles

  摘要：

  DOI：

  10.1055/s-1981-29361
• 作为产物：
  描述：

  5-(1-ethoxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 在 氨 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以46%的产率得到5-(2-aminoethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Unimolecular chemistry of oxazole and isoxazole radical cations in the gas phase: Combined experimental and molecular orbital study

  摘要：

  AbstractMolecular radical cations of oxazole (1) and isoxazole (2) dissociate by losing carbon monoxide or a hydrogen atom, respectively. These fragmentations were examined by use of tandem mass spectrometry, flash vacuum pyrolysis and ab initiomolecular orbital calculations. A multi‐step mechanism is proposed which incorporates these new experimental and theoretical data. The case of methylated homologues of 1 and 2 is also considered.

  DOI：

  10.1002/oms.1210270326

文献信息

• Synthesis of Methylthio- and Aminoalkylidene Derivatives of Meldrum's Acid
  作者：Xiang Huang、Bang-chi Chen

  DOI：10.1055/s-1987-27975

  日期：——

  Reaction of Grignard reagents with isopropylidene bis(methyltio)methylenemalonate (1) resulted in conjugate addition to give an intermediate 2, which could either be hydrolyzed to an isopropylidene (1-methylthioalkylidene)malonate 3 or reacted with ammonium chloride to give an isopropylidene (1-aminoalkylidene)malonate 4.

  格氏试剂与异亚丙基双(甲基硫代)亚甲基丙二酸酯 (1) 反应，产生共轭加成，得到中间体 2，该中间体可以水解为异亚丙基 (1-甲硫基亚烷基) 丙二酸酯 3 或与氯化铵反应，得到异亚丙基 (1 -氨基亚烷基)丙二酸酯 4.
• CELERIER J.-P.; DELOISY E.; KAPRON P.; LHOMMET G.; MAITTE P., SYNTHESIS, 1981, NO 2, 130-133
  作者：CELERIER J.-P.、 DELOISY E.、 KAPRON P.、 LHOMMET G.、 MAITTE P.

  DOI：——

  日期：——
• HUANG XIANG; CHEN BANG-CHI, SYNTHESIS,(1987) N 5, 480-481
  作者：HUANG XIANG、 CHEN BANG-CHI

  DOI：——

  日期：——
• Imidate Chemistry: A General and Versatile Synthesis of β-Enaminoesters, β-Ketoesters, and Methyl Ketones from Nitriles
  作者：Jean-Pierre Célérier、Elisabeth Deloisy、Pierre Kapron、Gérard Lhommet、Pierre Maitte

  DOI：10.1055/s-1981-29361

  日期：——
• Unimolecular chemistry of oxazole and isoxazole radical cations in the gas phase: Combined experimental and molecular orbital study
  作者：R. Flammang、M. Plisnier、G. Bouchoux、Y. Hoppilliard、S. Humbert、C. Wentrup

  DOI：10.1002/oms.1210270326

  日期：1992.3

  AbstractMolecular radical cations of oxazole (1) and isoxazole (2) dissociate by losing carbon monoxide or a hydrogen atom, respectively. These fragmentations were examined by use of tandem mass spectrometry, flash vacuum pyrolysis and ab initiomolecular orbital calculations. A multi‐step mechanism is proposed which incorporates these new experimental and theoretical data. The case of methylated homologues of 1 and 2 is also considered.