2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | 1188335-77-4

• 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: 2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• 英文别名: 4-(4,4,5,5,-tetramethyl-1,3,2-dioxaborole)-2-tert-butylphenol；2-Tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenol
• CAS: 1188335-77-4
• 化学式: C₁₆H₂₅BO₃
• 分子量: 276.184
• InChiKey: XSUMAENGLSIWFW-UHFFFAOYSA-N

物化性质

• 熔点：
  170-173 °C
• 沸点：
  372.5±35.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 生成 ethyl 2-(1,1'-biphenyl-3,3'-ditert-butyl-4'-[2-(dimethylamino)ethoxy]-4-oxy)acetate
  参考文献：
  名称：

  3,3′-Disubstituted bipolar biphenyls as inhibitors of nuclear receptor coactivator binding

  摘要：

  A series of bipolar biphenyl compounds was synthesized as proteomimetic analogs of the LXXLL pentapeptide motif responsible for the binding of coactivator proteins to the nuclear hormone receptor coactivator binding domain. These compounds were subjected to multiple in vitro assays to evaluate their effectiveness as competitive binding inhibitors. The results from this initial study indicate that these proteomimetics possess the ability to inhibit this protein-protein interaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.007
• 作为产物：
  描述：

  2-叔丁基苯酚 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 tetra-N-butylammonium tribromide 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 生成 2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
  参考文献：
  名称：

  3,3′-Disubstituted bipolar biphenyls as inhibitors of nuclear receptor coactivator binding

  摘要：

  A series of bipolar biphenyl compounds was synthesized as proteomimetic analogs of the LXXLL pentapeptide motif responsible for the binding of coactivator proteins to the nuclear hormone receptor coactivator binding domain. These compounds were subjected to multiple in vitro assays to evaluate their effectiveness as competitive binding inhibitors. The results from this initial study indicate that these proteomimetics possess the ability to inhibit this protein-protein interaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.007

文献信息

• HETEROCYCLIC COMPOUNDS AS ADENOSINE ANTAGONISTS
  申请人：GiraFpharma LLC

  公开号：US20190023666A1

  公开（公告）日：2019-01-24

  Aminopyrazine compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.

  提供了氨基吡嗪化合物作为腺苷受体的调节剂。这些化合物可能作为治疗经由G蛋白偶联受体信号通路介导的疾病的治疗剂，并且可能在肿瘤学中发挥特定作用。
• Determining the Conformational Landscape of σ and π Coupling Using <i>para</i>-Phenylene and “Aviram–Ratner” Bridges
  作者：Daniel E. Stasiw、Jinyuan Zhang、Guangbin Wang、Ranjana Dangi、Benjamin W. Stein、David A. Shultz、Martin L. Kirk、Lukasz Wojtas、Roger D. Sommer

  DOI：10.1021/jacs.5b04629

  日期：2015.7.29

  donor-bridge-acceptor (D-B-A) electronic coupling matrix elements (H(DA), determined from the magnetic exchange coupling, J) involving a spin SD = 1/2 metal semiquinone (Zn-SQ) donor and a spin S(A) = 1/2 nitronylnitroxide (NN) acceptor mediated by the σ/π-systems of para-phenylene and methyl-substituted para-phenylene bridges and by the σ-system of a bicyclo[2.2.2]octane (BCO) bridge are presented and discussed

  供体-桥-受体 (DBA) 电子耦合矩阵元素 (H(DA)，由磁交换耦合确定，J) 的扭转依赖性涉及自旋 SD = 1/2 金属半醌 (Zn-SQ) 供体和自旋S(A) = 1/2 硝酰基硝基氧化物 (NN) 受体，由对亚苯基和甲基取代的对亚苯基桥的 σ/π 系统以及双环 [2.2.2] 辛烷 (BCO) 的 σ 系统介导) 桥进行了介绍和讨论。亚苯基桥上甲基的位置允许通过实验确定评估构象依赖性 (π) 和构象独立 (σ) 对这些 DBA 双自由基中 D 和 A 奇偶性的电子和磁交换耦合的贡献。 CASSCF 计算很好地描述了实验磁交换耦合的趋势。在将 DB 和 BA 扭转与电子和交换耦合相关的三维“拉马钱德兰型”图中进一步阐明了成对交换相互作用的扭转依赖性。对磁数据的分析表明，磁交换 (J ≈ 1-175 cm(-1)) 和电子耦合 (H(DA) ≈ 450-6000 cm(-1)) 的
• Superexchange Contributions to Distance Dependence of Electron Transfer/Transport: Exchange and Electronic Coupling in Oligo(<i>para</i>-Phenylene)- and Oligo(2,5-Thiophene)-Bridged Donor–Bridge–Acceptor Biradical Complexes
  作者：Martin L. Kirk、David A. Shultz、Daniel E. Stasiw、Geoffrey F. Lewis、Guangbin Wang、Candice L. Brannen、Roger D. Sommer、Paul D. Boyle

  DOI：10.1021/ja4081887

  日期：2013.11.13

  The preparation and characterization of three new donor-bridge-acceptor biradical complexes are described. Using variable-temperature magnetic susceptibility, EPR hyperfine coupling constants, and the results of X-ray crystal structures, we evaluate both exchange and electronic couplings as a function of bridge length for two quintessential molecular bridges: oligo(para-phenylene), β = 0.39 Å(-1) and

  描述了三种新的供体-桥-受体双自由基配合物的制备和表征。使用变温磁化率、EPR 超精细耦合常数和 X 射线晶体结构的结果，我们评估交换和电子耦合作为两个典型分子桥的桥长度的函数：低聚（对亚苯基），β = 0.39 Å(-1) 和 oligo(2,5-噻吩)，β = 0.22 Å(-1)。本报告首次对这些桥的交换/电子耦合和距离衰减参数 (β) 进行了直接比较。这项工作提供了对 β 的超交换贡献的直接测量，没有非相干跳跃的贡献。为低聚（对亚苯基）和低聚（2,5-噻吩）确定的不同 β 值主要是由于 DB 能隙 Δ，而不是桥桥电子耦合，H(BB)。从低聚（对亚苯基）（H（BB）= 11,400 cm（-1））和低聚（2,5-噻吩）（12,300 cm (-1)) 相差 <10%。这里呈现的结果提供了对控制 H(DA) 和 β 的内在分子因素的独特见解，这对于理解由分子桥介导的电子转移和电子传输的电子起源很重要。
• Rules for Magnetic Exchange in Azulene-Bridged Biradicals: <i>Quo Vadis</i>?
  作者：Patrick Hewitt、David A. Shultz、Martin L. Kirk

  DOI：10.1021/acs.joc.1c02085

  日期：2021.11.5

  Electronic coupling through organic bridges facilitates magnetic exchange interactions and controls electron transfer and single-molecule device electron transport. Electronic coupling through alternant π-systems (e.g., benzene) is better understood than the corresponding coupling through nonalternant π-systems (e.g., azulene). Herein, we examine the structure, spectroscopy, and magnetic exchange coupling

  通过有机桥的电子耦合促进磁交换相互作用并控制电子转移和单分子器件电子传输。通过交替的π系统（电子耦合例如，苯）比更好地理解对应的贯通nonalternantπ系统（耦合例如，甘菊环）。在此，我们研究了两个双自由基（1,3-SQ 2 Az和1,3-SQ-Az-NN）的结构、光谱和磁交换耦合; SQ = 自旋 1/2 半醌自由基阴离子的锌 (II) 络合物，NN = 自旋 1/2 硝酰基硝基氧化物；Az = azulene) 具有非交替的 azulene π 系统桥。两个分子中的 SQ 自由基自旋密度离域到 Az π 系统，而 NN 自旋有效地定位到 NN 自由基的五原子 ONCNO π 系统上。自旋分布和相互作用通过 EPR 光谱和磁化率测量进行探测。我们发现对于1,3-SQ 2 Az J = +38 cm –1和对于1,3-SQ-Az-NN J = +9 cm –1 (）。我们的结果突出了由薁介导的交换耦合与由交替
• PYRROLO CARBOXAMIDES AS MODULATORS OF ORPHAN NUCLEAR RECEPTOR RAR-RELATED ORPHAN RECEPTOR-GAMMA (RORy, NR1F3) ACTIVITY AND FOR THE TREATMENT OF CHRONIC INFLAMMATORY AND AUTOIMMUNE DISEASES
  申请人：PHENEX PHARMACEUTICALS AG

  公开号：US20140349987A1

  公开（公告）日：2014-11-27

  The invention provides modulators for the orphan nuclear receptor ROR γ and methods for treating ROR γ mediated diseases by administrating these novel ROR γ modulators to a human or a mammal in need thereof. Specifically, the present invention provides pyrrolo carboxamide compounds of Formula (1) and the enantiomers, diastereomers, N-oxides, tautomers, solvates and pharmaceutically acceptable salts thereof.

  该发明提供了用于孤儿核受体RORγ的调节剂，并通过向需要此类治疗的人或哺乳动物中施用这些新型RORγ调节剂的方法来治疗RORγ介导的疾病。具体而言，本发明提供了公式（1）的吡咯羧酰胺化合物及其对映体、二对映异构体、N-氧化物、互变异构体、溶剂化物和药学上可接受的盐。