1,2-bis(2-tosylethoxy)ethane | 117013-39-5

• 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: 1,2-bis(2-tosylethoxy)ethane
• 英文别名: ditosyltriethyleneglycol；TsPEG₁₅₀Ts；1-Methyl-4-[2-[2-[2-(4-methylphenyl)sulfonylethoxy]ethoxy]ethylsulfonyl]benzene
• CAS: 117013-39-5
• 化学式: C₂₀H₂₆O₆S₂
• 分子量: 426.555
• InChiKey: ZNQHJBYMXWOARL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  28.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,2-bis(2-tosylethoxy)ethane 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以90%的产率得到1,8-二叠氮基-3,5-二氧杂辛烷
  参考文献：
  名称：

  Synthesis of N-Terminally Linked Protein Dimers and Trimers by a Combined Native Chemical Ligation-CuAAC Click Chemistry Strategy

  摘要：

  A novel method for the synthesis of N-terminally linked protein multimers is reported. Azide and alkyne thioesters were synthesized for the N-terminal modification of expressed proteins using native chemical ligation (NCL). Proteins modified by these moieties can be joined together to form homodimers and homotrimers via Cu(I)-catalyzed azide-alkyne [3 + 2] cycloaddition (CuAAC) click chemistry. The orthogonal nature of this reaction allows the production of protein heteromultimers, and this is demonstrated by synthesis of a protein heterodimer.

  DOI：

  10.1021/ol9016468
• 作为产物：
  描述：

  对甲苯磺酰氯 、 三乙二醇 在 吡啶 作用下， 以75%的产率得到1,2-bis(2-tosylethoxy)ethane
  参考文献：
  名称：

  在温和条件下使用氮丙啶催化转化CO 2的任务特定离子液体的设计

  摘要：

  开发了一系列聚乙二醇（PEG）-官能化的离子液体（IL），作为可回收和有效的催化剂，用于从氮丙啶和CO 2选择性合成5-芳基-2-恶唑烷酮，而无需添加任何有机溶剂或添加剂。特别地，当使用BrDBNPEG 150 DBNBr（DBN：1,5-二氮杂双环[4.3.0] non-5-ene）作为催化剂时，恶唑烷酮的产率高，化学选择性和区域选择性高，这可能是由于活化了通过PEG主链中的醚键产生CO 2，并通过离域阳离子BrDBNPEG 150 DBN +稳定氮丙啶的开环物质。此外，该催化剂可以重复使用超过四个连续周期，而不会明显丧失催化活性和选择性。还详细研究了催化剂结构和各种反应参数对催化剂性能的影响。结果表明，该催化剂对各种氮丙啶均能很好地产生相应的恶唑烷酮，并具有良好的产率和极好的区域选择性。因此，这种无溶剂的方法因此可以代表将IL 2催化的CO 2转化为增值化学品的环保方法。

  DOI：

  10.1016/j.cattod.2012.04.006

文献信息

• Linear Cationic Click Polymer for Gene Delivery: Synthesis, Biocompatibility, and In Vitro Transfection
  作者：Yu Gao、Lingli Chen、Zhiwen Zhang、Wangwen Gu、Yaping Li

  DOI：10.1021/bm100906m

  日期：2010.11.8

  Sixteen novel cationic click polymers (CPs) were parallelly synthesized via the conjugation of our alkyne-functionalized monomers to four azide-functionalized monomers by "click chemistry". The biocompatibility of CPs was evaluated by in vitro cytotoxicity (MTT assay, Hoechst/PI apoptosis/necrosis assay, and cell cycle analysis) and blood compatibility tests (hemolysis and erythrocyte aggregation). The experimental results showed that the kind of amine groups, charge density, and number of methylene or ethylene glycol groups brought about the effect on toxicity of CPs. Among all polymers, two polymers (B-1 and B-2) showed good biocompatibility. inducing neither apoptosis nor necrosis at the test concentration and low hemolysis ratio and erythrocyte aggregation. In particular, B-1 and B-2 exhibited the comparable transfection efficiency compared with PEI (25 kDa) but much lower cytotoxicity. These results suggested that the novel cationic CPs could be promising carriers for gene delivery.
• Selective crown ether based macrocyclization: a model case study from N,N-bis(2-hydroxyalkylbenzyl)alkylamine
  作者：Suwabun Chirachanchai、Thitiporn Rungsimanon、Suttinun Phongtamrug、Mikiji Miyata、Apirat Laobuthee

  DOI：10.1016/j.tet.2009.04.093

  日期：2009.7

  A model case of selective crown ether based macrocycles, i.e., [1+1] or [2+2] macrocycles, obtained from a simple reaction of N,N-bis(2-hydroxyalkylbenzyl)alkylamine, HBA, and ditosylated compounds is proposed. For HBA with the methyl group at ortho and para positions, and at N atom, 1, the reaction between this derivative and the ditosylated compound with three, four, five, or eight atom chain length gives only a [1+1] macrocycle. For HBA with the methyl group at ortho and para positions, but a cyclohexyl group at N atom, 2, the reaction gives both [1+1] and [2+2] macrocyclic types when reacting with the ditosylated compound. The present work indicates that the structure of HBA induces selective macrocyclization to provide both [1+1] and [2+2] macrocycles. (C) 2009 Elsevier Ltd. All rights reserved.
• SONVEAUX, E., BULL. SOC. CHIM. BELG., 1982, 91, N 1, 91-92
  作者：SONVEAUX, E.

  DOI：——

  日期：——