allyloxytetra(ethylene glycol) tosyl ether | 98269-27-3

• 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: allyloxytetra(ethylene glycol) tosyl ether
• 英文别名: p-toluenesulfonyl tetraethylene glycol allyl ether；2-[2-[2-(2-Prop-2-enoxyethoxy)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate；2-[2-[2-(2-prop-2-enoxyethoxy)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 98269-27-3
• 化学式: C₁₈H₂₈O₇S
• 分子量: 388.482
• InChiKey: UIIPKZIVDXRXRA-UHFFFAOYSA-N

物化性质

• 沸点：
  489.7±45.0 °C(Predicted)
• 密度：
  1.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  88.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  allyloxytetra(ethylene glycol) tosyl ether 在 bis(tricyclohexylphosphine)benzylidine ruthenium(IV) di 、 盐酸 potassium tert-butylate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (Z)-(4aS,23aR)-2,3,4,4a,6,9,11,12,14,15,17,18,20,21,23,23a-hexadecahydro-1,5,10,13,16,19,22-heptaoxabenzocycloheneicosene
  参考文献：
  名称：

  Ring-Closing Metathesis in the Synthesis of Large and Medium-Sized Oxacycles. Application to the Synthesis of Polyoxygenated Macrocycles

  摘要：

  Ring-closing olefin metathesis (RCM) catalyzed by Grubbs's ruthenium benzylidene complex 1 is applied to the synthesis of unsaturated rings ranging in size from seven to thirteen members in trans-fused polyether systems. Reaction occurs with great efficiency in the cyclization of oxepene and oxocene rings, but as ring size increases, yields drop. The influence of the final double bond position is also studied. Better yields and milder reaction conditions are observed when an additional oxygen atom is introduced on the diene. This feature has promoted the application of this reaction to the synthesis of polyoxygenated macrocycles (with sizes ranging from 15 to 21 members), with excellent results.

  DOI：

  10.1021/jo9901438
• 作为产物：
  描述：

  三缩四乙二醇 在 氢氧化钾 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 生成 allyloxytetra(ethylene glycol) tosyl ether
  参考文献：
  名称：

  Quantification of grafted poly(ethylene glycol)-silanes on silicon by time-of-flight secondary ion mass spectrometry

  摘要：

  采用静态飞行时间二次离子质谱法（TOF-SIMS）对具有不同 PEG 链长的硅接枝单分散聚乙二醇（PEG）硅烷及其混合物进行了系统分析。质谱显示了各种相对信号强度的差异，这一观察结果可用于阐明接枝过程的重要方面。PEG - 硅烷碎片离子丰度与 Si+ 离子丰度之间的关系被用于：(i) 定性描述硅上 PEG - 硅烷接枝混合物的层厚度；(ii) 构建校准曲线，从而确定 PEG 链长（或分子质量）；(iii) 定量确定不同链长（3、7 和 11 个 PEG 单位）的接枝单分散 PEG - 硅烷的表面混合物成分。结果表明，在吸附过程中确实发生了分化。在含有 PEG3 硅烷的混合物中，PEG 链较短的 PEG 硅烷会被分辨出来，而在 PEG7/PEG11 硅烷混合物中，PEG 链较长的 PEG 硅烷会被分辨出来。造成这种吸附行为差异的原因尚不清楚。本文讨论了接枝过程和 TOF-SIMS 分析的各个方面。Copyright © 2002 John Wiley & Sons, Ltd. All Rights Reserved.

  DOI：

  10.1002/jms.330

文献信息

• TAU-PROTEIN TARGETING PROTACS AND ASSOCIATED METHODS OF USE
  申请人：Arvinas, Inc.

  公开号：US20180125821A1

  公开（公告）日：2018-05-10

  The present disclosure relates to bifunctional compounds, which find utility as modulators of tau protein. In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a VHL or cereblon ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds tau protein, such that tau protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of tau. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of tau protein. Diseases or disorders that result from aggregation or accumulation of tau protein are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，其作为tau蛋白的调节剂具有实用性。具体而言，本公开涉及含有一端结合到E3泛素连接酶的VHL或cereblon配体，另一端结合到tau蛋白的双功能化合物，使得tau蛋白与泛素连接酶靠近，以实现tau蛋白的降解（和抑制）。本公开展示了与tau蛋白降解/抑制相关的广泛药理活性。本公开的化合物和组合物用于治疗或预防由tau蛋白聚集或积累导致的疾病或紊乱。
• Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis
  作者：Arne T. Dickschat、Frederik Behrends、Martin Bühner、Jinjun Ren、Mark Weiß、Hellmut Eckert、Armido Studer

  DOI：10.1002/chem.201200499

  日期：2012.12.21

  The synthesis of bifunctional mesoporous silica nanoparticles is described. Two chemically orthogonal functionalities are incorporated into mesoporous silica by co‐condensation of tetraethoxysilane with two orthogonally functionalized triethoxyalkylsilanes. Post‐functionalization is achieved by orthogonal surface chemistry. A thiol–ene reaction, Cu‐catalyzed 1,3‐dipolar alkyne/azide cycloaddition,

  描述了双功能介孔二氧化硅纳米粒子的合成。通过将四乙氧基硅烷与两个正交官能化的三乙氧基烷基硅烷共缩合，可在介孔二氧化硅中引入两个化学正交的官能度。后功能化是通过正交表面化学实现的。硫醇-烯反应，Cu催化的1,3-偶极炔烃/叠氮化物环加成反应和自由基一氧化氮交换反应被用作正交过程，以在表面上安装两种反应性不同的官能团。讨论了通过这种方法制备带有酸性和碱性位点的介孔二氧化硅纳米粒子。颗粒通过固态NMR光谱，元素分析，红外光谱和扫描电子显微镜进行分析。作为第一个应用程序，
• Design of Functionalized Cellulosic Honeycomb Films: Site-Specific Biomolecule Modification via “Click Chemistry”
  作者：William Z. Xu、Xinyue Zhang、John F. Kadla

  DOI：10.1021/bm201364r

  日期：2012.2.13

  from ∼1.2 to ∼2.6 μm, enabling the potential tuning of pore size. Moreover, these novel azido-functionalized honeycomb films were easily functionalized using Cu(I)-catalyzed alkyne–azide [2 + 3] cycloaddition reaction; biotin was “clicked” onto the azide functionalized cellulosic honeycomb films without any effect to the film structure. These results indicate this system may serve as a platform for the

  来自自然丰富的聚合物（例如纤维素）的增值材料非常重要。特别是，具有可控内表面化学功能的纤维素开放框架结构在许多生物传感器应用中具有巨大潜力。尽管各种纤维素衍生物可以形成多孔蜂窝结构材料，但是存在溶解性问题和成膜问题。为了解决这个问题，我们生成了健壮的纤维素开放框架结构，可以通过特定于站点的修改对其进行后期功能化。区域选择性改性的两亲性纤维素叠氮化物，3- O-叠氮丙氧基聚（乙二醇）-2,6-di- O合成了-己基二甲基甲硅烷基纤维素，并通过简单的呼吸图方法容易地制备了蜂窝图案的膜。将侧挂的乙二醇（EG DP）基团的聚合度（DP）从22更改为4，可以将相应的蜂窝膜孔径从〜1.2增大到〜2.6μm，从而可以潜在地调节孔径。而且，这些新颖的叠氮基官能化蜂窝膜很容易使用Cu（I）催化的炔-叠氮化物[2 + 3]环加成反应进行官能化；将生物素“点击”到叠氮化物官能化的纤维素蜂窝膜上，而对膜结构没有任
• Quantification of grafted poly(ethylene glycol)-silanes on silicon by time-of-flight secondary ion mass spectrometry
  作者：K. Norrman、A. Papra、F. S. Kamounah、N. Gadegaard、N. B. Larsen

  DOI：10.1002/jms.330

  日期：2002.7

  Silicon grafted monodisperse poly(ethylene glycol) (PEG) silanes with various PEG chain lengths and mixtures of these were systematically analyzed with static time-of-flight secondary ion mass spectrometry (TOF-SIMS). The mass spectra show differences in the various relative signal intensities, an observation that was used to elucidate important aspects of the grafting process. The relationship between PEG-silane fragment ion abundances and Si+ ion abundances were used to (i) qualitatively describe layer thicknesses of grafted mixtures of PEG-silanes on silicon, (ii) construct a calibration curve from which PEG chain length (or molecular mass) can be determined and (iii) quantitatively determine surface mixture compositions of grafted monodisperse PEG-silanes of different chain lengths (3, 7 and 11 PEG units). The results suggest that discrimination does take place in the adsorption process. The PEG-silane with the shorter PEG chain is discriminated for mixtures containing PEG3-silane, whereas the PEG-silane with the longer PEG chain is discriminated in PEG7/PEG11-silane mixtures. The origin of this difference in adsorption behavior is not well understood. Aspects of the grafting process and the TOF-SIMS analyses are discussed. Copyright © 2002 John Wiley & Sons, Ltd.

  采用静态飞行时间二次离子质谱法（TOF-SIMS）对具有不同 PEG 链长的硅接枝单分散聚乙二醇（PEG）硅烷及其混合物进行了系统分析。质谱显示了各种相对信号强度的差异，这一观察结果可用于阐明接枝过程的重要方面。PEG - 硅烷碎片离子丰度与 Si+ 离子丰度之间的关系被用于：(i) 定性描述硅上 PEG - 硅烷接枝混合物的层厚度；(ii) 构建校准曲线，从而确定 PEG 链长（或分子质量）；(iii) 定量确定不同链长（3、7 和 11 个 PEG 单位）的接枝单分散 PEG - 硅烷的表面混合物成分。结果表明，在吸附过程中确实发生了分化。在含有 PEG3 硅烷的混合物中，PEG 链较短的 PEG 硅烷会被分辨出来，而在 PEG7/PEG11 硅烷混合物中，PEG 链较长的 PEG 硅烷会被分辨出来。造成这种吸附行为差异的原因尚不清楚。本文讨论了接枝过程和 TOF-SIMS 分析的各个方面。Copyright © 2002 John Wiley & Sons, Ltd. All Rights Reserved.
• Synthetic flux‐promoting polyether models: Cation flux dependence on polyoxyethylene chain length
  作者：Carmen G. Espínola、Mercedes Delgado、Julio D. Martín

  DOI：10.1560/91ne-j495-lute-rg07

  日期：2000.12

  A novel class of cyclic polyoxyethylene derivatives incorporating a polybenzylated oxane system has been prepared via ruthenium‐catalyzed ring‐closing metathesis. These polyethers were incorporated into phospholipid vesicles and shown to facilitate transmembrane sodium transport. Maximum efficiency in sodium flux occurred when polyoxygenated chain lengths were similar to the leaflet thickness in bilayers. It is proposed that polyethers dimerize in order to function. The association constants of these polyethers with alkali metal cations and methyl ammonium ion have been evaluated using Cram's picrate extraction method.

  摘要 通过钌催化的闭环化学反应，制备出了一类新型环状聚氧乙烯衍生物，其中包含一个多苄基氧烷系统。这些聚醚被加入磷脂囊泡中，并被证明能促进钠的跨膜转运。当聚氧乙烯醚链的长度与双分子层中的小叶厚度相似时，钠的通量效率最高。有人提出，聚醚二聚后才能发挥作用。使用克拉姆皮氏提取法评估了这些聚醚与碱金属阳离子和甲基铵离子的结合常数。