2,2,3,3-tetramethyl-4,7,10-trioxa-3-siladodecan-12-yl 4-methylbenzenesulfonate | 199484-66-7

• 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: 2,2,3,3-tetramethyl-4,7,10-trioxa-3-siladodecan-12-yl 4-methylbenzenesulfonate
• 英文别名: Toluene-4-sulfonic acid 2-{2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-ethoxy}-ethyl ester；2,2,3,3-Tetramethyl-4,7,10-trioxa-3-siladodecan-12-yl 4-methylbenzenesulfonate；2-[2-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 199484-66-7
• 化学式: C₁₉H₃₄O₆SSi
• 分子量: 418.627
• InChiKey: FADSYUXGMHUXKA-UHFFFAOYSA-N

物化性质

• 沸点：
  468.7±35.0 °C(Predicted)
• 密度：
  1.072±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  27
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2,3,3-tetramethyl-4,7,10-trioxa-3-siladodecan-12-yl 4-methylbenzenesulfonate 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 sodium methylate 、 sodium hydride 、 caesium carbonate 、 sodium thiosulfate 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 82.83h， 生成 methyl 6-O-benzyl-2-O-(11,14-dioxo-3,6-dioxa-9-thiapentadecyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Conjugation of Amines and alpha-Amino Acid Derivatives as Pyrroles Using Tethered 1,4-Diketones.

  摘要：

  The preparation of two 1,4-diketones, and their subsequent Paal-Knorr reaction with various primary amines and amino acid derivatives to give the corresponding pyrroles, is described.

  DOI：

  10.3891/acta.chem.scand.53-0480
• 作为产物：
  描述：

  三乙二醇 在 咪唑 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2,2,3,3-tetramethyl-4,7,10-trioxa-3-siladodecan-12-yl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Design, Synthesis, Biological Evaluation and Molecular Docking of Novel F-18-Labeled Focal Adhesion Kinase Inhibitors as Potential Tumor Radiotracers

  摘要：

  Tumor diagnosis, especially at the early stages, holds immense significance. Focal adhesion kinase (FAK) is often highly expressed across various types of tumors, making it a promising target for both therapy and diagnosis. In this study, seven novel inhibitors were designed and synthesized. The inhibitory activity of these compounds against FAK was notably potent, with an IC50 range of 1.27–1968 nM. In particular, compounds 7a and 7c, with IC50 values of 5.59 nM and 1.27 nM, respectively, were radiolabeled with F-18 and then evaluated with S-180 tumor-bearing mice. Subsequently, they exhibited moderate-to-high tumor uptake values, with [18F]7a showing 1.39 ± 0.30%ID/g at 60 min post injection and [18F]7c demonstrating 6.58 ± 0.46%ID/g at 30 min post injection. In addition, the results from docking studies revealed the binding specifics of the studied compounds. Overall, these findings hold the potential to offer valuable guidance for enhancing the development of radiotracers and enzyme inhibitors.

  DOI：

  10.3390/molecules29061224

文献信息

• Water-Soluble Nile Blue Derivatives: Syntheses and Photophysical Properties
  作者：Jiney Jose、Yuichiro Ueno、Kevin Burgess

  DOI：10.1002/chem.200801104

  日期：2009.1.2

  Four water‐soluble 2‐hydroxy‐Nile Blue derivatives, 1 a, 1 b, 2 a, and 2 b, were prepared by condensation reactions performed under relatively mild conditions (90 °C, N,N‐dimethylformamide with no added acid). These fluorescent probes had more favorable fluorescence characteristics than two known water‐soluble Nile Blue derivatives. Specifically, they were superior to the known dyes with respect to

  通过在相对温和的条件下（90°C，N，N-二甲基甲酰胺不加酸）进行缩合反应，制备了四种水溶性2-羟基尼罗蓝衍生物1a，1b，2a和2b。。这些荧光探针比两种已知的水溶性尼罗蓝衍生物具有更好的荧光特性。具体而言，它们在水性介质中的量子产率和荧光发射的清晰度方面优于已知染料。浓度依赖性的紫外吸收和荧光发射的研究表明，染料没有聚集在在低于1-4浓度μ水溶液中号。新的水溶性物质1，图1b，2，和图2b中的荧光光谱的一个希望的区域EMIT（λ = 670-675纳米）。总体而言，它们对于在水性环境中标记生物分子具有潜在的意义。
• Tuning the Lifetime of Transient Phases of Mechanochromic Gold Isocyanide Complexes through Functionalization of the Terminal Moieties of Flexible Side Chains
  作者：Tomohiro Seki、Kentaro Kashiyama、Shiki Yagai、Hajime Ito

  DOI：10.1246/cl.170482

  日期：2017.9.5

  of the transient phases of luminescent mechanochromic gold isocyanide complexes could be tuned through the modification of the termini of flexible side chains. Upon grinding, these complexes initially showed an emission color change from blue to yellow. The yellow emission spontaneously changed to blue or green, but with different lifetimes of the yellow-emitting transient phases depending on the substituents

  发光机械变色金异氰化物配合物的瞬态寿命可以通过柔性侧链末端的修饰来调整。研磨后，这些复合物最初显示出从蓝色到黄色的发光颜色变化。黄色发射自发地变为蓝色或绿色，但根据取代基的不同，黄色发射瞬态相的寿命不同。还描述了机械引起的结构变化的细节。
• Synthesis and Characterization of SAMs and Tethered Bilayer Membranes from Unsymmetrically Substituted 1,2-Dithianes
  作者：Christopher J. Burns、Leslie D. Field、Brian J. Petteys、Damon D. Ridley

  DOI：10.1071/ch05175

  日期：——

  The synthesis of a series of new membrane-forming compounds, based on previously established components used in an ion-channel switch (ICS) biosensor (Nature 1997, 387, 580) is described. All new compounds are derived from 4,5-dihydroxy-1,2-dithiane, and contain a hydrophilic reservoir section (based on ethylene glycol units) and a lypophilic section (based on the natural lipid phytanol). Ellipsometry and contact angle measurements indicate that self-assembled monolayers (SAMs) formed from the new materials possess thicknesses and membrane packing comparable to previously reported biosensor components. Tethered bilayer lipid membranes (t-BLMs) incorporating the novel materials were studied using impedance spectroscopy with the ion-carrier valinomycin. The electrical behavior and calculated membrane thickness of the t-BLMs are comparable to those derived from the standard ICS components and this demonstrates that the novel membrane-forming compounds form stable membranes that are sufficiently fluid to transport potassium ions in the presence of valinomycin.

  本文介绍了一系列新的成膜化合物的合成过程，这些化合物是基于以前在离子通道开关（ICS）生物传感器（《自然》，1997 年，387，580 期）中使用的成熟成分。所有新化合物都来自 4,5-二羟基-1,2-二噻烷，并包含亲水储层部分（基于乙二醇单元）和亲锂部分（基于天然脂质植物醇）。椭偏仪和接触角测量结果表明，由新材料形成的自组装单层（SAM）的厚度和膜填料与之前报道的生物传感器元件相当。利用离子载体缬氨霉素的阻抗光谱法研究了含有新型材料的系链双层脂膜（t-BLMs）。t-BLMs 的电学行为和计算膜厚度与从标准 ICS 成分得出的结果相当，这表明新型成膜化合物能形成稳定的膜，其流动性足以在缬霉素存在时传输钾离子。
• 靶向粘着斑激酶的化合物及制备方法和应用
  申请人：北京师范大学

  公开号：CN114716385A

  公开（公告）日：2022-07-08

  本发明涉及一种靶向粘着斑激酶的化合物及制备方法和应用。本发明的靶向粘着斑激酶的化合物具有以下通式：本发明的靶向粘着斑激酶的化合物结构简单其可以作为标记前体的应用，优选作为放射性标记前体的应用。本发明的靶向粘着斑激酶的化合物还具有在靶向粘着斑激酶中的应用或在制备肿瘤治疗药物中的用途或在制备肿瘤诊断显像剂中的用途，具有良好的应用效果。
• 3,4-Alkylenedioxypyrroles:  Functionalized Derivatives as Monomers for New Electron-Rich Conducting and Electroactive Polymers
  作者：Kyukwan Zong、John R. Reynolds

  DOI：10.1021/jo001620l

  日期：2001.10.1

  New functionalized derivatives of 3,4-ethylenedioxypyrrole (EDOP, 5a) and 3,4-(1,3-propylenedioxy)-pyrrole (ProDOP, 5b) as especially electron-rich monomers which yield highly electroactive and stable conducting polymers useful for a diverse set Of applications have been synthesized. N-Alkylations of ProDOP were carried out to yield a variety of ProDOP derivatives having alkyl, sulfonatoalkoxy, glyme, and glyme alcohol pendant chains. Iodization of EDOP and ProDOP via iodo-decarboxylation afforded iodo-functionalized derivatives useful for subsequent aryl coupling chemistry. N-Protection and formylation of EDOP, followed by Knoevenagel condensation of the resultant 2-formyl-EDOP with aryl acetonitrile derivatives, led to 1-cyano-2-(2-(3,4-ethylenedioxy-pyrryl))-1-(2-thienyl)vinylene (23) (Th-CNV-EDOP) and 1-cyano-2-(2-(3,4-ethylenedioxypyrryl))-1-(2-(3,4-ethylenedioxythienyl)vinylene (26) (EDOT-CNV-EDOP). A 14-crown-4-ether 34 based dioxypyrrole was synthesized with a cavity potentially useful for lithium ion coordination and sensing in the resultant electroactive polymer. C-Alkylated ProDOPs (43a, 43b, and 43c) containing octyl, ethylhexyl, and dioctyl substituents appended to the central methylene of the propylene bridge, were prepared as monomers for potentially soluble pi -conjugated polymers.