1,3-bis-(tert-butyldimethylsilyloxy)phenylboronic acid | 350035-52-8

• 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: 1,3-bis-(tert-butyldimethylsilyloxy)phenylboronic acid
• 英文别名: (3,5-bis((tert-butyldimethylsilyl)oxy)phenyl)boronic acid；3,5-Bis(tert-butyldimethylsilyloxy)phenylboronic acid；[3,5-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]boronic acid
• CAS: 350035-52-8
• 化学式: C₁₈H₃₅BO₄Si₂
• 分子量: 382.455
• InChiKey: SXNSBBDBUUDIFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-bis-(tert-butyldimethylsilyloxy)phenylboronic acid 在 四(三苯基膦)钯 potassium phosphate 、 锂硼氢 、 18-冠醚-6 、 四溴化碳 、 四丁基氟化铵 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 98.0h， 生成 4-Bromomethyl-6-butoxy-3',5'-bis-(3-butoxy-5-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzyloxy)-2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-biphenyl
  参考文献：
  名称：

  Toward Globular Macromolecules with Functionalized Interiors:  Design and Synthesis of Dendrons with an Interesting Twist

  摘要：

  [GRAPHCIS]Design and synthesis of a novel class of monodendrons, in which the functional units can potentially be directed toward the concave interiors of dendrimers, are described. The key feature of the design is the placement of the amphiphilic and the AB(2) functional groups in orthogonal planes.

  DOI：

  10.1021/ol016064b
• 作为产物：
  描述：

  5-碘邻苯二酚 在 咪唑 、 正丁基锂 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,3-bis-(tert-butyldimethylsilyloxy)phenylboronic acid
  参考文献：
  名称：

  Cross-Linked Dendrimer Hosts Containing Reporter Groups for Amine Guests

  摘要：

  The integration of a chromogenic reporter group into the recently reported (Zimmerman, S. C.; Wendland, M. S.; Rakow, N. A.; Zharov, I.; Suslick, K. S. Nature 2002, 418, 399-403) monomolecular imprinting approach is described. The resulting highly cross-linked, macromolecular hosts show rapid, selective, high affinity, two-point binding of straight-chain diamine guests. Over longer times, the hosts are more promiscuous, binding a broader range of diamines. A rigorous test of imprinting was performed wherein the cross-reactivities of two dendrimers derived from different templates are compared. The test reveals a guest-dependent kinetic binding effect masquerading as evidence of a highly selective two-point imprinting process.

  DOI：

  10.1021/ja0294515

文献信息

• [EN] 2-(3,5-DISUBSTITUTEDPHENYL)PYRIMIDIN-4(3H)-ONE DERIVATIVES<br/>[FR] DÉRIVÉS DE 2-(3,5-DISUBSTITUTEDPHENYL)PYRIMIDIN-4(3H)-ONE
  申请人：PFIZER

  公开号：WO2011158149A1

  公开（公告）日：2011-12-22

  O N NH R3 R2 O R1 168 ABSTRACT The present invention provides a 2-(3,5-disubstitutedphenyl)pyrimidin- 4(3H)-one compound of Formula (I) 5 (I) or a pharmaceutically acceptable salt thereof wherein R 1, R2 and R3 are as defined herein. The compounds of Formula (I) have been found to act as glucokinase activators. Consequently, the compounds of Formula (I) and 10 the pharmaceutical compositions thereof are useful for the treatment of diseases, disorders, or conditions mediated by glucokinase.

  本发明提供了一种Formula (I)的2-(3,5-二取代苯基)嘧啶-4(3H)-酮化合物或其药学上可接受的盐，其中R1、R2和R3如本文所定义。已发现Formula (I)的化合物可作为葡萄糖激酶激活剂。因此，Formula (I)的化合物及其药物组成物对于治疗由葡萄糖激酶介导的疾病、紊乱或症状是有用的。
• Chiral Supramolecular U-Shaped Catalysts Induce the Multiselective Diels–Alder Reaction of Propargyl Aldehyde
  作者：Manabu Hatano、Tatsuhiro Sakamoto、Tomokazu Mizuno、Yuta Goto、Kazuaki Ishihara

  DOI：10.1021/jacs.8b09974

  日期：2018.11.28

  The Diels-Alder reaction, which is a traditional [4 + 2] cycloaddition with two carbon-carbon bond formations, is one of the most powerful tools to synthesize versatile and unique six-membered rings. We show that chiral supramolecular U-shaped boron Lewis acid catalysts promote the unprecedented multiselective Diels-Alder reaction of propargyl aldehyde with cyclic dienes. Independent from the substrate

  Diels-Alder 反应是一种传统的 [4 + 2] 环加成反应，具有两个碳-碳键形成，是合成通用且独特的六元环的最强大工具之一。我们表明手性超分子 U 形硼路易斯酸催化剂促进了炔丙醛与环二烯前所未有的多选择性 Diels-Alder 反应。独立于底物控制，对映-、内/外-、π-面-、区域-、位点和底物选择性可以通过本 U 形催化剂进行控制。所得反应产物可用于手性二烯配体和(+)-沙霉素关键中间体的简明合成。这里介绍的结果可能部分有助于开发用于多选择性反应的人工酶样超分子催化剂，
• Guest-Induced Modulation of the Energy Transfer Process in Porphyrin-Based Artificial Light Harvesting Dendrimers
  作者：Dajeong Yim、Jooyoung Sung、Serom Kim、Juwon Oh、Hongsik Yoon、Young Mo Sung、Dongho Kim、Woo-Dong Jang

  DOI：10.1021/jacs.6b11804

  日期：2017.1.18

  zinc porphyrin (PZn) with a different number of freebase porphyrin (PFB) wings has been synthesized, and their photoinduced energy transfer process has been evaluated. UV/vis absorption, emission, and time-resolved fluorescence measurements indicated that efficient excitation energy transfer takes place from the focal PZn to PFB wings in PZnTz-nPFB's. The triazole-bearing PZn effectively formed host-guest

  合成了一系列树枝状多卟啉阵列（PZnTz-nPFB；n = 2, 4, 8），其中包含带有不同数量游离碱卟啉（PFB）翼的三唑焦锌卟啉（PZn），并合成了它们的光致能量转移过程进行了评估。UV/vis 吸收、发射和时间分辨荧光测量表明，有效的激发能量转移发生在 PZnTz-nPFB 中从焦点 PZn 到 PFB 翼。含三唑的 PZn 借助多个 CH 氢键通过轴向配位有效地与阴离子物质形成主客体复合物。通过将各种阴离子客体添加到 PZnTz 和 PZnTz-nPFB，观察到 PZn 吸收的强烈红移，表明 PZn 的 HOMO-LUMO 间隙（ΔEHOMO-LUMO）因阴离子结合而减小。时间分辨荧光测量表明，在添加 CN- 后，荧光发射主要发生在 PZnTz-nPFB 中的 PZn。这种变化是可逆的，因为用银条去除 CN- 完全恢复了从焦点 PZn 到 PFB 翼的原始能量转移过程。
• Temperature-Sensitive Dendritic Micelles
  作者：Sivakumar V. Aathimanikandan、Elamprakash N. Savariar、S. Thayumanavan

  DOI：10.1021/ja054542y

  日期：2005.10.1

  Syntheses up to three generations have been achieved of biaryl-based amphiphilic dendrons with a charge-neutral pentaethylene glycol as the hydrophilic part and a decyl chain as the hydrophobic part. Studies on the temperature-dependent characteristics revealed that these dendrons exhibit a generation-dependent lower critical solution temperature (LCST). This behavior is attributed to the combination of the amphipathic nature of the hydrophilic pentaethylene glycol side chain and dendritic effect. Interestingly, this biaryl-based scaffold also maintains the ability to form a micelle-like assembly in polar solvents and an inverted micelle-like assembly in apolar solvents. Polarity of the dendritic interior was investigated using dye-based microenvironment studies. The aggregation behavior of these micelles was analyzed by fluorescence spectroscopy and dynamic light scattering. Critical micelle concentrations (CMC) of these assemblies were investigated using fluorescence excitation spectra of the sequestered guest molecule, pyrene.
• Toward Globular Macromolecules with Functionalized Interiors:  Design and Synthesis of Dendrons with an Interesting Twist
  作者：Pandi Bharathi、Hongda Zhao、S. Thayumanavan

  DOI：10.1021/ol016064b

  日期：2001.6.1

  [GRAPHCIS]Design and synthesis of a novel class of monodendrons, in which the functional units can potentially be directed toward the concave interiors of dendrimers, are described. The key feature of the design is the placement of the amphiphilic and the AB(2) functional groups in orthogonal planes.