1,3,5-tris(2-p-toluenesulfonyloethoxy)benzene | 213555-12-5

• 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(2-p-toluenesulfonyloethoxy)benzene
• 英文别名: 1,3,5-tris(3-tosyloxy-1-oxapropyl)benzene；1,3,5-tris(3'-tosyloxy-1'-oxapropyl)benzene；2-[3,5-Bis[2-(4-methylphenyl)sulfonyloxyethoxy]phenoxy]ethyl 4-methylbenzenesulfonate
• CAS: 213555-12-5
• 化学式: C₃₃H₃₆O₁₂S₃
• 分子量: 720.84
• InChiKey: GBMFZNKBRAPOTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  48
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  183
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(2-p-toluenesulfonyloethoxy)benzene 在 sodium amalgam 、 蒽 、 二氢四氧代磷酸 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 生成 4,10,16,22,25,31-Hexaoxa-7,19,28-triazatetracyclo[11.11.7.13,23.111,15]tritriaconta-1(24),2,11,13,15(33),23(32)-hexaene
  参考文献：
  名称：

  苯桥杂氮杂双环配体的便捷合成†

  摘要：

  已经制备了五种能够与阴离子络合的新型桶形大双环化合物。使用三重Mitsonobu反应一步一步制备中间体三胺，从而缩短了整体合成顺序。仅四步制备了先前制备的苯桥联的六氮杂大环。

  DOI：

  10.1002/jhet.5570350305
• 作为产物：
  描述：

  间苯三酚 在 四丁基溴化铵 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 1,3,5-tris(2-p-toluenesulfonyloethoxy)benzene
  参考文献：
  名称：

  A Self-Assembled Multivalent Pseudopolyrotaxane for Binding Galectin-1

  摘要：

  A self-assembled pseudopolyrotaxane consisting of lactoside-displaying cyclodextrin (CD) "beads" threaded onto a linear polyviologen "string" was investigated for its ability to inhibit galectin-1-mediated T-cell agglutination. The CDs of the pseudopolyrotaxane are able to spin around the axis of the polymer chain as well as to move back and forth along its backbone to alter the presentation of its ligand. This supramolecular superstructure incorporates all the advantages of polymeric structures, such as the ability to span large distances, along with a distinctively dynamic presentation of its lactoside ligands to afford a neoglycoconjugate that can adjust to the relative stereochemistries of the lectin's binding sites. The pseudopolyrotaxane exhibited a valency-corrected 10-fold enhancement over native lactose in the agglutination assay, which was greater than the enhancements observed for lactoside-bearing trivalent glycoclusters and a lactoside-bearing chitosan polymer tested using the same assay. The experimental results indicate that supramolecular architectures, such as the pseudo polyrotaxane, provide tools for investigating protein-carbohydrate interactions.

  DOI：

  10.1021/ja0491073

文献信息

• High-affinity, low-molecular-mass displacers for ion-exchange chromatography
  申请人：Rensselaer Polytechnic Institute

  公开号：US20030232973A1

  公开（公告）日：2003-12-18

  A method for separating one or more components of a biomolecule mixture by means of an ion exchange chromatographic system operated in the displacement mode includes sequentially perfusing the system with a first solution including the biomolecule mixture, and a second solution including a displacer having a structure selected from formula I and formula II: 1

  一种通过离子交换色谱系统在置换模式下分离生物分子混合物中一个或多个组分的方法，包括依次用包含生物分子混合物的第一溶液和包含结构选自公式I和公式II的置换剂的第二溶液灌流系统：1。
• Facile synthesis of benzene-bridged azaoxamacrobicyclic ligands
  作者：Jerald S. Bradshaw、Krzysztof E. Krakowiak

  DOI：10.1002/jhet.5570350305

  日期：1998.5

  complexation with anions have been prepared. Intermediate triamines were prepared in one-step using a triple Mitsonobu reaction, thereby shortening the overall synthetic sequence. A previously prepared benzene-bridged hexaazamacrocycle was prepared in only four-steps.

  已经制备了五种能够与阴离子络合的新型桶形大双环化合物。使用三重Mitsonobu反应一步一步制备中间体三胺，从而缩短了整体合成顺序。仅四步制备了先前制备的苯桥联的六氮杂大环。
• A Self-Assembled Multivalent Pseudopolyrotaxane for Binding Galectin-1
  作者：Alshakim Nelson、Jason M. Belitsky、Sébastien Vidal、C. Steven Joiner、Linda G. Baum、J. Fraser Stoddart

  DOI：10.1021/ja0491073

  日期：2004.9.1

  A self-assembled pseudopolyrotaxane consisting of lactoside-displaying cyclodextrin (CD) "beads" threaded onto a linear polyviologen "string" was investigated for its ability to inhibit galectin-1-mediated T-cell agglutination. The CDs of the pseudopolyrotaxane are able to spin around the axis of the polymer chain as well as to move back and forth along its backbone to alter the presentation of its ligand. This supramolecular superstructure incorporates all the advantages of polymeric structures, such as the ability to span large distances, along with a distinctively dynamic presentation of its lactoside ligands to afford a neoglycoconjugate that can adjust to the relative stereochemistries of the lectin's binding sites. The pseudopolyrotaxane exhibited a valency-corrected 10-fold enhancement over native lactose in the agglutination assay, which was greater than the enhancements observed for lactoside-bearing trivalent glycoclusters and a lactoside-bearing chitosan polymer tested using the same assay. The experimental results indicate that supramolecular architectures, such as the pseudo polyrotaxane, provide tools for investigating protein-carbohydrate interactions.