2-chloro-6-{[1-hydroxy-2-(methyl)prop-2-yl]amino}-4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-s-triazine | 1401415-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 2-chloro-6-{[1-hydroxy-2-(methyl)prop-2-yl]amino}-4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-s-triazine
• 英文别名: 2-[[4-Chloro-6-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-1,3,5-triazin-2-yl]amino]-2-methylpropan-1-ol
• CAS: 1401415-06-2
• 化学式: C₁₄H₂₂ClN₅O₃
• 分子量: 343.813
• InChiKey: MTKLNLGBIRVACO-UHFFFAOYSA-N

物化性质

• 熔点：
  143.8-144.5 °C(Solvent: Ethanol)
• 沸点：
  558.6±60.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  92.6
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-chloro-6-{[1-hydroxy-2-(methyl)prop-2-yl]amino}-4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-s-triazine 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 29.0h， 生成 2-chloro-4,6-bis{4-{6-{[1-hydroxy-2-(methyl)prop-2-yl]amino}-4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-s-triazin-2-yl}-piperazin-1-yl}-s-triazine
  参考文献：
  名称：

  Design, synthesis and structure of new dendritic melamines. First use of a tandem C-2-substituted serinol—O,O-masked 4-piperidone as a peripheral unit in iterative synthesis

  摘要：

  The iterative chemoselective amination of cyanuric chloride to dimers of new G-2 dendritic N-substituted-2,4,6-triamino-s-triazines (melamines) having C-2-substituted 2-aminopropane-1,3-diols ('serinols') in tandem with the ethylene ketal of 4-piperidone as peripheral units is reported. The structure as a function of increasing molecular size was studied by NMR spectroscopy, DFT calculation and AFM imaging. A concise nomenclature defining the restricted rotational phenomena about the newly created C(s-triazine)-N(exocyclic) partial double bonds, seen as axes of (pro)diastereomerism, is used. We propose a new form of frontier rotamerism for the dendrimer surface, which operates over a long range. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.096
• 作为产物：
  描述：

  2-[(4,6-Dichloro-1,3,5-triazin-2-yl)amino]-2-methylpropan-1-ol 、 4-哌啶酮缩乙二醇盐酸盐 在 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 43.5h， 以2.42 g的产率得到2-chloro-6-{[1-hydroxy-2-(methyl)prop-2-yl]amino}-4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-s-triazine
  参考文献：
  名称：

  Design, synthesis and structure of new dendritic melamines. First use of a tandem C-2-substituted serinol—O,O-masked 4-piperidone as a peripheral unit in iterative synthesis

  摘要：

  The iterative chemoselective amination of cyanuric chloride to dimers of new G-2 dendritic N-substituted-2,4,6-triamino-s-triazines (melamines) having C-2-substituted 2-aminopropane-1,3-diols ('serinols') in tandem with the ethylene ketal of 4-piperidone as peripheral units is reported. The structure as a function of increasing molecular size was studied by NMR spectroscopy, DFT calculation and AFM imaging. A concise nomenclature defining the restricted rotational phenomena about the newly created C(s-triazine)-N(exocyclic) partial double bonds, seen as axes of (pro)diastereomerism, is used. We propose a new form of frontier rotamerism for the dendrimer surface, which operates over a long range. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.096