3-[2-(triisopropylsilyl)ethynyl]-5-[2-(trimethylsilyl)ethynyl]benzyl alcohol | 945867-09-4

• 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: 3-[2-(triisopropylsilyl)ethynyl]-5-[2-(trimethylsilyl)ethynyl]benzyl alcohol
• 英文别名: 3-(triisopropylsilylethynyl)-5-(trimethylsilylethynyl)benzyl alcohol；[3-(2-Trimethylsilylethynyl)-5-[2-tri(propan-2-yl)silylethynyl]phenyl]methanol
• CAS: 945867-09-4
• 化学式: C₂₃H₃₆OSi₂
• 分子量: 384.709
• InChiKey: OYRIQVBEWUWYRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-[2-(triisopropylsilyl)ethynyl]-5-[2-(trimethylsilyl)ethynyl]benzyl alcohol 在 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以98.6%的产率得到3-(triisopropylsilylethynyl)-5-(trimethylsilylethynyl)benzyl bromide
  参考文献：
  名称：

  单平台树状聚合物的多任务靶向亚细胞微环境

  摘要：

  双重麻烦！正交功能化的树枝状大分子是通过使用通用方法构建的，该方法通过将显像剂和治疗剂结合以产生协同作用而广泛适用于治疗和诊断。包含共价连接的二吡咯亚甲基二氟化硼（BODIPY）染料和α-硫辛酸的树状聚合物具有互补的生物学功能，并靶向细胞内脂质小滴（见图）。

  DOI：

  10.1002/chem.201000241
• 作为产物：
  描述：

  (3-溴-5-碘苯基)甲醇 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二乙胺 、 三乙胺 作用下， 以 苯 为溶剂， 生成 3-[2-(triisopropylsilyl)ethynyl]-5-[2-(trimethylsilyl)ethynyl]benzyl alcohol
  参考文献：
  名称：

  Magnetic resonance imaging/fluorescence dual modality protocol using designed phosphonate ligands coupled to superparamagnetic iron oxide nanoparticles

  摘要：

  在水中容易分散并且发光。具有非常高的 r2 和 r2* 弛豫率。染料不影响探针的细胞存活能力。

  DOI：

  10.1039/c6tb00821f

文献信息

• Miktoarm star conjugated multifunctional gold nanoshells: synthesis and an evaluation of biocompatibility and cellular uptake
  作者：Vanessa W. K. Ng、Pramod K. Avti、Mathieu Bédard、Tina Lam、Léonie Rouleau、Jean-Claude Tardif、Éric Rhéaume、Frédéric Lesage、Ashok Kakkar

  DOI：10.1039/c4tb00722k

  日期：——

  multifunctional GNS contain lipoic acid (LA) as a model therapeutic agent, poly(ethylene glycol) (PEG350) as a solubilizing and stealth agent, and tetraethylene glycol (TEG) with a terminally conjugated thiol moiety. These GNS have an average size of 40 nm, a shell thickness of 6 nm, a well-defined crystal structure lattice (111), and a surface absorption plasmon band in the near infrared (NIR) region

  报道了一种简单且高度通用的基于点击化学的合成策略，用于开发与金纳米壳（GNS）结合的ABC型miktoarm星型配体。表面官能化的多功能GNS包含硫辛酸（LA）作为模型治疗剂，聚（乙二醇）（PEG 350）作为增溶剂和隐形剂，以及带有末端共轭硫醇部分的四甘醇（TEG）。这些GNS具有40 nm的平均大小，6 nm的壳厚度，清晰的晶体结构晶格（111）和近红外（NIR）区域中的表面吸收等离子体激元带。用该配体功能化的miktoarm星和GNS对高达5μgmL -1无细胞毒性在浓度为5μgmL -1时，人脐静脉内皮细胞将这些GNS的85％内在化。我们的研究结果表明，生物相容的拟臂星型配体提供了一个有用的平台，可以将多种功能合成地表达到GNS上，并通过将其固有的成像功能与有效治疗剂的有效传递和蓄积相结合来扩大其范围。
• Shape-Persistent Macrocycles: A Synthetic Strategy that Combines Easy and Site-Specific Decorations with Improved Cyclization Efficiency
  作者：Junji Sakamoto、A. Dieter Schlüter

  DOI：10.1002/ejoc.200700118

  日期：2007.6

  A flexible route to shape-persistent macrocycles based on a collection of building blocks has been devised that allows the easy introduction of several different functional units at predetermined positions and the obtainment of cycles as analytically pure materials in high isolated yields of 22–45 % in the final cyclization process. Each step of the assembly process is based on high-yielding and robust

  已经设计了一种基于一系列构建块的形状持久性大环的灵活途径，允许在预定位置轻松引入几种不同的功能单元，并以 22-45% 的高分离产率获得循环作为分析纯材料最后的环化过程。组装过程的每一步都基于高产且稳健的 Suzuki 型和 Sonogashira 型交叉偶联反应。在后者中，最好的结果是在不存在 CuI 碘化物和相对大量的钯催化剂前体的情况下获得的。这特别适用于环化反应本身，这些因素被认为是本文所述形状持久性大环合成相当成功的关键。每个生长步骤之后都是基于制备型凝胶渗透色谱的相当简单的后处理，允许一次分离 1 g 和 300 mg 粗材料，具体取决于是开放式柱设置还是循环 GPC 设备，分别，用来。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
• Designing Miktoarm Polymers Using a Combination of “Click” Reactions in Sequence with Ring-Opening Polymerization
  作者：Kunal Khanna、Sunil Varshney、Ashok Kakkar

  DOI：10.1021/ma100845a

  日期：2010.7.13

  The design and synthesis of a well-defined molecular building block with three orthogonal functionalities which facilitate the construction of ABC-type miktoarm star polymers via a combination of sequential Cu-I-catalyzed cycloaddition of an azide to an alkyne ("click") followed by ring-opening polymerization are reported Using this simple and highly versatile methodology, a variety of miktoarm star polymers were prepared which consisted of hydrophilic poly(ethylene glycol) and hydiophobic polystyrene and poly(c-caprolactone) arms Their self-assembly in an aqueous medium was examined using dynamic light scattering and transmission electron microscopy These A BC miktoarm polymers were found to self-assemble into spherical micelles whose core size and hydrodynamic diameter were found to be inversely proportional to the size of the PEG arm. The potential of encapsulating Manna small molecules into these micelles was explored using Disperse Red I dye An enhancement in the loading capacity of the micelles was observed with an increase in the length of the hydiophobic arm
• Magnetic resonance imaging/fluorescence dual modality protocol using designed phosphonate ligands coupled to superparamagnetic iron oxide nanoparticles
  作者：Tina Lam、Pramod K. Avti、Philippe Pouliot、Jean-Claude Tardif、Éric Rhéaume、Frederic Lesage、Ashok Kakkar

  DOI：10.1039/c6tb00821f

  日期：——

  Easily dispersed in water and fluorescent. Very high r₂ and r₂* relaxivities. Dye does not influence cell viability of the probe.

  在水中容易分散并且发光。具有非常高的 r2 和 r2* 弛豫率。染料不影响探针的细胞存活能力。
• Multi-tasking with Single Platform Dendrimers for Targeting Sub-Cellular Microenvironments
  作者：Rami Hourani、Manasi Jain、Dusica Maysinger、Ashok Kakkar

  DOI：10.1002/chem.201000241

  日期：——

  Orthogonally functionalised dendrimers have been constructed by using a versatile approach that is widely applicable for therapeutics and diagnostics by combining imaging agents and therapeutics for synergistic effects. Dendrimers containing a covalently linked dipyrromethene boron difluoride (BODIPY) dye and α‐lipoic acid perform complementary biological functions and target intracellular lipid droplets

  双重麻烦！正交功能化的树枝状大分子是通过使用通用方法构建的，该方法通过将显像剂和治疗剂结合以产生协同作用而广泛适用于治疗和诊断。包含共价连接的二吡咯亚甲基二氟化硼（BODIPY）染料和α-硫辛酸的树状聚合物具有互补的生物学功能，并靶向细胞内脂质小滴（见图）。