1,3,5-tris(2-azidoethoxy)benzene | 1053245-40-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3,5-tris(2-azidoethoxy)benzene
• CAS: 1053245-40-1
• 化学式: C₁₂H₁₅N₉O₃
• 分子量: 333.31
• InChiKey: CCJNCGAGCNVQGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(2-azidoethoxy)benzene 、 1,3,5-三(炔丙基氧代)苯 在 triethylphosphite copper(I) iodide complex 、 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以95%的产率得到4,12,18,26,29,37-Hexaoxa-7,8,9,21,22,23,32,33,34-nonazaheptacyclo[13.13.9.13,27.16,9.113,17.121,24.131,34]dotetraconta-1(28),2,6(42),7,13,15,17(41),22,24(40),27(39),31(38),32-dodecaene
  参考文献：
  名称：

  Synthesis of Molecular Nanocages by Click Chemistry

  摘要：

  The covalent synthesis of nanosized cage compounds is easily performed in high yields using "click chemistry" methodology through the Cu(I)-catalyzed ligation of adequate polyalkyne and polyazide derivatives using (EtO)(3)P center dot CuI as catalyst.

  DOI：

  10.1021/jo801324x
• 作为产物：
  描述：

  1,3,5-tris(2-chloroethoxy)benzene 在 sodium azide 、 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 以74%的产率得到1,3,5-tris(2-azidoethoxy)benzene
  参考文献：
  名称：

  Synthesis of Molecular Nanocages by Click Chemistry

  摘要：

  The covalent synthesis of nanosized cage compounds is easily performed in high yields using "click chemistry" methodology through the Cu(I)-catalyzed ligation of adequate polyalkyne and polyazide derivatives using (EtO)(3)P center dot CuI as catalyst.

  DOI：

  10.1021/jo801324x

文献信息

• Click Multivalent Homogeneous Neoglycoconjugates - Synthesis and Evaluation of Their Binding Affinities
  作者：Francisco Perez-Balderas、Julia Morales-Sanfrutos、Fernando Hernandez-Mateo、Joaquín Isac-García、Francisco Santoyo-Gonzalez

  DOI：10.1002/ejoc.200801170

  日期：2009.5

  (α-Man)-containing neoglycoconjugates possessing aliphatic-, aromatic-, and carbohydrate-centered architectures and differing in structural characteristics such as valency, topology, and nature of the linker have been synthesized using click chemistry that shows its value as an efficient and versatile methodology for accessing tailor-made multivalent neoglycoconjugates. The binding behaviour of these

  含有甘露糖 (α-Man) 的新糖缀合物具有以脂肪族、芳香族和碳水化合物为中心的结构，并且具有不同的结构特征，例如价态、拓扑结构和接头的性质，已经使用点击化学合成，显示其作为一种高效的价值和获得定制多价新糖缀合物的通用方法。已经评估了这些糖模拟物对伴刀豆球蛋白 A (Con A) 的结合行为，以确定结构参数的影响。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Fast Access to Robust<i>C</i>-Sialoside Multimers
  作者：Caroline Papin、Gilles Doisneau、Jean-Marie Beau

  DOI：10.1002/chem.200801810

  日期：2009.1

  Diverse hydrolytically stable carbon‐linked sialoside clusters such as that depicted were prepared in good yields using a very short synthetic pathway combining, as key steps, a samarium‐mediated Reformatsky coupling reaction and the copper(I)‐catalyzed Huisgen azide–alkyne cycloaddition as the ligation reaction to various multifunctional scaffolds.

  使用非常短的合成途径，以高收率制备了各种水解稳定的碳连接的唾液酸类簇，这些簇通过关键步骤结合了a介导的Reformatsky偶联反应和铜（I）催化的Huisgen叠氮化物-炔烃环加成反应，作为关键步骤。与各种多功能支架的连接反应。
• Synthesis of Molecular Nanocages by Click Chemistry
  作者：Julia Morales-Sanfrutos、Mariano Ortega-Muñoz、Javier Lopez-Jaramillo、Fernando Hernandez-Mateo、Francisco Santoyo-Gonzalez

  DOI：10.1021/jo801324x

  日期：2008.10.3

  The covalent synthesis of nanosized cage compounds is easily performed in high yields using "click chemistry" methodology through the Cu(I)-catalyzed ligation of adequate polyalkyne and polyazide derivatives using (EtO)(3)P center dot CuI as catalyst.