1,8-bis(p-toluenesulfonyloxy)octane | 36247-32-2

• 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: 1,8-bis(p-toluenesulfonyloxy)octane
• 英文别名: octane-1,8-diyl bis(4-methylbenzenesulfonate)；octane-1,8-diol ditosylate；8-(4-methylphenyl)sulfonyloxyoctyl 4-methylbenzenesulfonate
• CAS: 36247-32-2
• 化学式: C₂₂H₃₀O₆S₂
• 分子量: 454.609
• InChiKey: FAFNXRLZZFYLEX-UHFFFAOYSA-N

物化性质

• 熔点：
  73-74 °C
• 沸点：
  603.4±43.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,8-bis(p-toluenesulfonyloxy)octane 在 magnesium 、 lithium bromide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 18.0h， 生成 13-bromo-1-tridecene
  参考文献：
  名称：

  Synthesis of model long-chain ω-alkenyltrichlorosilanes and triethoxysilanes for the formation of self-assembled monolayers

  摘要：

  The synthesis of model long-chain hydrocarbons (C-13 and C-19) carrying a vinyl group and a trichloro- or a triethoxysilyl group at each end is reported. These compounds are suitable for linkage to a hydroxylate d silicon surface and at the other end with vinyl group for further functionalization and multilayer formation. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2005.10.003
• 作为产物：
  描述：

  1,8-辛二醇 、 对甲苯磺酰氯 生成 1,8-bis(p-toluenesulfonyloxy)octane
  参考文献：
  名称：

  同位素敏感分支及其对细胞色素 P-450 催化反应中观察到的分子内同位素效应的影响：一种估计内在同位素效应的新方法

  摘要：

  合成了两种选择性氘化的正辛烷（辛烷-1-/sup 2/H/sub 3/ 和辛烷-1,2,3-/sup 2/H/sub 7/）并通过苯巴比妥诱导的大鼠进行羟基化肝微粒体和纯化的细胞色素 P-450b。这些实验的结果提供了证据，阐明了支化反应途径与酶-底物复合物平衡之间的相互作用，以确定观察到的同位素效应的大小。推导出了一个方程，该方程允许对固有同位素效应进行限制。该方程基于观察到的同位素效应和分支反应途径的区域选择性，由一种酶催化，该酶通过单一酶-底物复合物形成两种产物。形成 1-辛醇的固有同位素效应由该方程确定，介于 9.5 和 9.8 之间。

  DOI：

  10.1021/ja00282a037

文献信息

• Ring-closing metathesis reaction-based synthesis of new classes of polyether macrocyclic systems
  作者：Naveen、Srinivasarao Arulananda Babu

  DOI：10.1016/j.tet.2015.06.070

  日期：2015.10

  metathesis (RCM) reactions of suitable substrates having terminal olefins, which are assembled from various linkers and hydroxy benzaldehydes and syntheses of a wide range of 16–30 membered, new crown ether-type polyether, aza-polyether, bis aza-polyether macrocycles and dilactone moiety embedded polyether macrocycles (macrolides) are reported. After the ring-closure reaction, installation of different functional

  合适的具有末端烯烃的底物的闭环易位反应（RCM）反应，该底物由各种连接基和羟基苯甲醛组装而成，并合成各种16-30元的新冠醚型聚醚，氮杂-聚醚，双氮杂-聚醚报道了大环和嵌入二内酯部分的聚醚大环（大环内酯）。闭环反应后，使用基于环氧化，氧化和催化加氢的合成转化，在RCM反应中获得的合成聚醚/冠醚大环的外围安装不同的官能团并进行官能团修饰。沿着这条线，已显示出在外围具有环氧化物或α-羟基酮或1,2-二醇官能团的各种聚醚大环的合成。
• Tethered PProDOTs: conformationally restricted 3,4-propylenedioxythiophene based electroactive polymers
  作者：Ryan M. Walczak、John S. Cowart、John R. Reynolds

  DOI：10.1039/b610232h

  日期：——

  Herein we report a complete family of conformationally restricted PProDOT derivatives with varying alkylene tether lengths. It was found that variation of the tether length and structure of the electropolymerizable monomer was successful in the fine-tuning of the electrochemical and optical properties of the subsequent material. It was found that the band gap of the materials could be varied between 1.94 and 2.26 eV, with the “sweet spot” for obtaining the maximum electronic band gap existing at the n = 6 tether length, while maintaining low redox potentials. It was also found that these polymers exhibited stable electrochromic behavior with colors varying from blue–purple to orange in their neutral states and transmissive in their doped states.

  本文报道了一组构象受限的PProDOT衍生物家族，其烷撑链长度各异。研究发现，通过改变链长及电聚合单体的结构，能够成功微调后续材料的电化学和光学性质。材料的带隙可在1.94至2.26电子伏特之间变化，其中最佳链长n=6时可获得最大电子带隙，同时保持较低的氧化还原电位。这些聚合物还表现出稳定的电致变色行为，它们在中性状态下的颜色从蓝紫色到橙色不等，而在掺杂状态下则呈透明态。
• [EN] NOVEL COMPOUNDS AND THEIR USES IN DIAGNOSIS<br/>[FR] NOUVEAUX COMPOSÉS ET LEURS UTILISATIONS EN DIAGNOSTIC
  申请人：UNIV SYDNEY

  公开号：WO2010020000A1

  公开（公告）日：2010-02-25

  A compound of formula (I) wherein, X and Y independently bind TSPO, wherein X and Y are the same or different; and L is a linker that links X to Y; or a salt or solvate thereof. For preference, X and Y may be (II) or (III). The compounds may be radiolabeled with a radioisotope. Also methods for diagnosing or treating TSPO related disorders such as neurodegenerative disorder, inflammation or anxiety, eg.Alzheimer's disease, Parkinson's disease, Huntington's disease, multiple sclerosis, multiple system atrophy, epilepsy, encephalopathy, stroke, brain tumour, anxiety, stress, emotional disturbances or cognitive impairment, glioblastoma, ischemic stroke, herpes encephalitis, HIV, amyotrophic lateral sclerosis, corticobasal degeneration, cancer, depression, an auto-immune disease and an infectious disease.

  式（I）的化合物，其中，X和Y独立地结合TSPO，其中X和Y相同或不同；而L是将X与Y连接的连接剂；或其盐或溶剂。优选，X和Y可以是（II）或（III）。这些化合物可以用放射性同位素标记。还有用于诊断或治疗与TSPO相关的疾病的方法，如神经退行性疾病、炎症或焦虑，例如阿尔茨海默病、帕金森病、亨廷顿病、多发性硬化症、多系统萎缩症、癫痫、脑病、中风、脑瘤、焦虑、压力、情绪失调或认知障碍、胶质母细胞瘤、缺血性中风、疱疹性脑炎、艾滋病病毒、肌萎缩侧索硬化、皮质基底节变性、癌症、抑郁症、自身免疫疾病和传染病。
• Synthesis of alkylene linked bis-THA and alkylene linked benzyl-THA as highly potent and selective inhibitors and molecular probes of acetylcholinesterase
  作者：Yuan-Ping Pang、Feng Hong、Polly Quiram、Tanya Jelacic、Stephen Brimijoin

  DOI：10.1039/a601642a

  日期：——

  An efficient and economical synthesis of a series of rationally designed novel 9,9′-(alkane-1,ω-diyldiimino)-1,2,3,4-tetrahydroacridines (ω = 7–10) and a second series of new analogues, 9-(ω-phenylalkylamino)-1,2,3,4-tetrahydroacridines (ω = 4–10), is reported. Compounds in the first series are found to be up to 10 000-fold more selective and 1000-fold more potent in reversibly inhibiting rat acetylcholinesterase (AChE) than the monomer, 9-amino-1,2,3,4-tetrahydroacridine (THA). Some members in the latter series (ω = 7–8) are slightly more potent than THA in inhibiting AChE but still more selective. These compounds can serve as (i) important chemical tools to evaluate the role of AChE inhibition by THA, a clinical drug, in treating Alzheimer’s disease, (ii) effective, safer and low-cost insecticides and parasiticides, (iii) potential blockers of the K+ channel and the N-methyl-D-aspartate receptor channel, and perhaps (iv) improved therapeutics for Alzheimer’s disease.

  报道了一种高效经济的合成一系列合理设计的新型9,9′-(烷-1,ω-二亚氨基)-1,2,3,4-四氢吖啶（ω=7-10）及其第二系列新类似物，9-(ω-苯基烷基氨基)-1,2,3,4-四氢吖啶（ω=4-10）的方法。第一系列化合物对大鼠乙酰胆碱酯酶（AChE）的可逆抑制作用比单体9-氨基-1,2,3,4-四氢吖啶（THA）的选择性高10000倍，效力高1000倍。在后一系列化合物中，某些成员（ω=7-8）抑制AChE的效力略高于THA，但仍更具选择性。这些化合物可作为（i）重要的化学工具，评估临床药物THA在治疗阿尔茨海默病中抑制AChE的作用，（ii）有效、更安全、低成本的杀虫剂和驱虫剂，（iii）潜在的钾通道和N-甲基-D-天冬氨酸受体通道阻滞剂，以及（iv）改进的阿尔茨海默病治疗药物。
• Light-Driven Rotary Molecular Motors on Gold Nanoparticles
  作者：Michael M. Pollard、Matthijs K. J. ter Wiel、Richard A. van Delden、Javier Vicario、Nagatoshi Koumura、Coenraad R. van den Brom、Auke Meetsma、Ben L. Feringa

  DOI：10.1002/chem.200800814

  日期：——

  We report the synthesis of unidirectional light-driven rotary molecular motors based on chiral overcrowded alkenes and their immobilisation on the surface of gold nanoparticles through two anchors. Using a combination of (1)H and (13)C NMR, UV/Vis and CD spectroscopy, we show that these motors preserve their photochemical and thermal behaviour after they have been attached to gold nanoparticles. Furthermore

  我们报告了基于手性过度拥挤的烯烃的单向光驱动旋转分子马达的合成及其通过两个锚固剂固定在金纳米颗粒的表面上。使用（1）H和（13）C NMR，UV / Vis和CD光谱的组合，我们显示了这些电机在附着到金纳米颗粒后仍保留了它们的光化学和热行为。此外，我们描述了（2）H-和（13）C标记的衍生物的合成，这些衍生物用于验证这些电机在溶液中以及接枝到金纳米粒子时的旋转循环的单向性。综上所述，这些数据支持以下结论：这些电动机在接枝到小（约2 nm）金纳米颗粒的表面时，保持其单向旋转周期。因此，