1,1',1''-(1,3,5-triazinane-1,3,5-triyl)tris(3-(2-hydroxyethylthio)propan-1-one) | 40549-57-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪烷类
• 英文名称: 1,1',1''-(1,3,5-triazinane-1,3,5-triyl)tris(3-(2-hydroxyethylthio)propan-1-one)
• 英文别名: 1,3,5-tris-[3-(2-hydroxy-ethylsulfanyl)-propionyl]-[1,3,5]triazinane；1-[3,5-Bis[3-(2-hydroxyethylsulfanyl)propanoyl]-1,3,5-triazinan-1-yl]-3-(2-hydroxyethylsulfanyl)propan-1-one；1-[3,5-bis[3-(2-hydroxyethylsulfanyl)propanoyl]-1,3,5-triazinan-1-yl]-3-(2-hydroxyethylsulfanyl)propan-1-one
• CAS: 40549-57-3
• 化学式: C₁₈H₃₃N₃O₆S₃
• 分子量: 483.675
• InChiKey: YYFZCBCFGVDJTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  198
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  丙烯酰氯 、 1,1',1''-(1,3,5-triazinane-1,3,5-triyl)tris(3-(2-hydroxyethylthio)propan-1-one) 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以98%的产率得到2-[3-[3,5-Bis[3-(2-prop-2-enoyloxyethylsulfanyl)propanoyl]-1,3,5-triazinan-1-yl]-3-oxopropyl]sulfanylethyl prop-2-enoate
  参考文献：
  名称：

  Facile and efficient synthesis of star-shaped oligomers from a triazine core

  摘要：

  A facile and efficient synthetic approach to tripodal star-shaped oligomers is described. Several generations of hydroxyl-terminated tripodal star-shaped oligomers were prepared in high yield from 1,3,5-triacryloylhexahydro-1,3,5-triazine (TAT) as a core by alternating amine-catalyzed thiol-ene and acrylate esterification reactions. The compounds were fully characterized by 1D and 2D NMR spectroscopy, ESI-MIS, and elemental analysis. The combination of thioether groups and hydrogen bonding moieties suggests that these products can be used as metal chelating ligands. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.132
• 作为产物：
  描述：

  1,3,5-三丙烯酰基六氢-1,3,5-三嗪 、 2-巯基乙醇 在 正丙胺 作用下， 以 甲醇 为溶剂， 以96%的产率得到1,1',1''-(1,3,5-triazinane-1,3,5-triyl)tris(3-(2-hydroxyethylthio)propan-1-one)
  参考文献：
  名称：

  Facile and efficient synthesis of star-shaped oligomers from a triazine core

  摘要：

  A facile and efficient synthetic approach to tripodal star-shaped oligomers is described. Several generations of hydroxyl-terminated tripodal star-shaped oligomers were prepared in high yield from 1,3,5-triacryloylhexahydro-1,3,5-triazine (TAT) as a core by alternating amine-catalyzed thiol-ene and acrylate esterification reactions. The compounds were fully characterized by 1D and 2D NMR spectroscopy, ESI-MIS, and elemental analysis. The combination of thioether groups and hydrogen bonding moieties suggests that these products can be used as metal chelating ligands. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.132

文献信息

• Thiol-ene reactions of 1,3,5-triacryloylhexahydro-1,3,5-triazine (TAT): facile access to functional tripodal thioethers
  作者：Chinwon Rim、Lauren J. Lahey、Vijita G. Patel、Hongming Zhang、David Y. Son

  DOI：10.1016/j.tetlet.2008.11.094

  日期：2009.2

  Efficient syntheses of tripodal thioethers have been achieved by ionic thiol-ene reactions of 1,3,5-triacryloylhexahydro-1,3,5-triazine (TAT) with a variety of commercially available thiols. The reactions are complete within minutes and give the products in high yields (63-96%) and high purity without a complex workup. The thiol-ene reactions tolerate a wide range of functionality, including hydroxy, amino, carboxylate, and trimethoxylsilyl groups. The amino acid cysteine is also an excellent substrate for this reaction. (C) 2008 Elsevier Ltd. All rights reserved.
• Facile and efficient synthesis of star-shaped oligomers from a triazine core
  作者：Chinwon Rim、David Y. Son

  DOI：10.1016/j.tetlet.2009.04.132

  日期：2009.7

  A facile and efficient synthetic approach to tripodal star-shaped oligomers is described. Several generations of hydroxyl-terminated tripodal star-shaped oligomers were prepared in high yield from 1,3,5-triacryloylhexahydro-1,3,5-triazine (TAT) as a core by alternating amine-catalyzed thiol-ene and acrylate esterification reactions. The compounds were fully characterized by 1D and 2D NMR spectroscopy, ESI-MIS, and elemental analysis. The combination of thioether groups and hydrogen bonding moieties suggests that these products can be used as metal chelating ligands. (C) 2009 Elsevier Ltd. All rights reserved.