1,3,5-tris[(6-methylpyridin-2-yl)aminomethyl]-2,4,6-trimethylbenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3,5-tris[(6-methylpyridin-2-yl)aminomethyl]-2,4,6-trimethylbenzene
• 英文别名: 6-methyl-N-[[2,4,6-trimethyl-3,5-bis[[(6-methylpyridin-2-yl)amino]methyl]phenyl]methyl]pyridin-2-amine
• 化学式: C₃₀H₃₆N₆
• 分子量: 480.656
• InChiKey: IVURHUSRVAXTRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  74.8
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氨基-6-甲基吡啶 、 2,4,6-三溴甲基三甲基苯 在 potassium carbonate 作用下， 以53%的产率得到1,3,5-tris[(6-methylpyridin-2-yl)aminomethyl]-2,4,6-trimethylbenzene
  参考文献：
  名称：

  High α/β-Anomer Selectivity in Molecular Recognition of Carbohydrates by Artificial Receptors

  摘要：

  New effective, acyclic, pyridine-based receptors 1-3 show remarkable alpha/beta binding selectivity in the recognition of monosaccharides. They are able to participate in cooperative and bidentate hydrogen bonds with sugar hydroxyls as well as in CH-pi interactions with CH's of sugar molecules.

  DOI：

  10.1021/ol0201759

文献信息

• Carboxylate-Based Receptors for the Recognition of Carbohydrates in Organic and Aqueous Media
  作者：Monika Mazik、Hüseyin Cavga

  DOI：10.1021/jo052479p

  日期：2006.4.1

  Acyclic receptors containing neutral and ionic hydrogen-bonding sites, such as amino-pyridine and carboxylate groups, were prepared and their binding properties toward neutral sugar molecules were studied. The bindin g studies with disodium and bis(tetramethylammonium) salts containing the dianion 11 have revealed that this type of receptor molecule is able to recognize the selected sugars in both organic and aqueous media. The carboxylate/pyridine-based receptor 11 exhibits in chloroform at least a 100-fold higher affinity for glucopyranosides than the previously described triarmed pyridine-based receptor 1, incorporating only neutral hydrogen-bonding sites. A substantial drop in the association constants is expectedly observed for an ester analogue of 11, compound 9. The dicarboxylate 11 is able to form complexes in water with methyl P-D-glucopyranoside and D-cellobiose, with a preference for the disaccharide. The studies show the importance of charge-reinforced hydrogen bonds in the recognition of carbohydrates.
• High α/β-Anomer Selectivity in Molecular Recognition of Carbohydrates by Artificial Receptors
  作者：Monika Mazik、Wolfgang Radunz、Willi Sicking

  DOI：10.1021/ol0201759

  日期：2002.12.1

  New effective, acyclic, pyridine-based receptors 1-3 show remarkable alpha/beta binding selectivity in the recognition of monosaccharides. They are able to participate in cooperative and bidentate hydrogen bonds with sugar hydroxyls as well as in CH-pi interactions with CH's of sugar molecules.