3-methoxy-4-methyl-1,1'-biphenyl | 108593-49-3

• 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-methoxy-4-methyl-1,1'-biphenyl
• 英文别名: 3-Methoxy-4-methylbiphenyl；2-Methoxy-1-methyl-4-phenylbenzene
• CAS: 108593-49-3
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: PMGKNBLJRXFLJB-UHFFFAOYSA-N

物化性质

• 沸点：
  302.0±11.0 °C(Predicted)
• 密度：
  1.016±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-methoxy-4-methyl-1,1'-biphenyl 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 甲醇 、 四氯化碳 、 乙腈 为溶剂， 反应 25.08h， 生成 4-chloro-N-({1-[(2-methoxy-4-phenylphenyl)methyl]-1H-imidazol-5-yl}methyl)-3-phenylaniline
  参考文献：
  名称：

  Dialkylimidazole inhibitors of Trypanosoma cruzi sterol 14α-demethylase as anti-Chagas disease agents

  摘要：

  New dialkylimidazole based sterol 14 alpha-demethylase inhibitors were prepared and tested as potential anti-Trypanosoma cruzi agents. Previous studies had identified compound 2 as the most potent and selective inhibitor against parasite cultures. In addition, animal studies had demonstrated that compound 2 is highly efficacious in the acute model of the disease. However, compound 2 has a high molecular weight and high hydrophobicity, issues addressed here. Systematic modifications were carried out at four positions on the scaffold and several inhibitors were identified which are highly potent (EC50 <1 nM)against T. cruzi in culture. The halogenated derivatives 36j, 36k, and 36p, display excellent activity against T. cruzi amastigotes, with reduced molecular weight and lipophilicity, and exhibit suitable physicochemical properties for an oral drug candidate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.015
• 作为产物：
  描述：

  diethyl (2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl) phosphate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 tris-(dibenzylideneacetone)dipalladium(0) 、 (R)-1-[(S_P)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine 、 potassium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 13.0h， 生成 3-methoxy-4-methyl-1,1'-biphenyl
  参考文献：
  名称：

  计算设计的配体使芳烃中远程 C-H 键的可调谐硼化成为可能

  摘要：

  合成多取代芳烃的理想方法是在具有任何取代基的芳环的任何位置上选择性安装任何基团。然而，间-和对-C-H键的反应物控制的选择性功能化基本上是不可能的，因为它们本质上是矛盾的电子和空间需求。在这里，我们报告了催化剂的第一个例子，这些催化剂可以指导各种芳烃的可调硼化，并在间位或对位进行精确控制。位点通过配体的计算设计。范围广泛的氢键受体可以作为导向基团，包括 Weinreb 酰胺、膦酸盐和硼酸盐，它们可以很容易地转化为许多不同类型的官能团。这项工作还展示了过渡态计算在远程 C-H 活化催化剂设计中的关键作用。

  DOI：

  10.1016/j.chempr.2022.04.025

文献信息

• A Highly Para-Selective Copper(II)-Catalyzed Direct Arylation of Aniline and Phenol Derivatives
  作者：Claire-Lise Ciana、Robert J. Phipps、Jochen R. Brandt、Falco-Magnus Meyer、Matthew J. Gaunt

  DOI：10.1002/anie.201004703

  日期：2011.1.10

  In short order: A copper‐catalyzed Friedel–Crafts‐type strategy has been developed for the title reaction. An iterative CH arylation strategy has also been demonstrated for the functionalization of anilines by sequentially delivering different aromatic groups to the para, ortho, and meta positions (see scheme, Bn=benzyl, Piv=pivaloyl).

  短期内：针对标题反应，开发了铜催化的Friedel-Crafts型策略。还已经证明了通过顺序地将不同的芳族基团依次传递到对位，邻位和间位来实现苯胺功能化的迭代CH芳基化策略（请参阅方案，Bn =苄基，Piv =新戊酰基）。
• [EN] END CAPPED NUCLEIC ACID MOLECULES<br/>[FR] MOLÉCULES D'ACIDE NUCLÉIQUE À EXTRÉMITÉ COIFFÉE
  申请人：NOVARTIS AG

  公开号：WO2016098028A1

  公开（公告）日：2016-06-23

  The disclosure relates to nucleic acids that contain modifications at the 5'-end, 3'-end or 5'-end and 3'-ends, and compounds that can be used to make the modified nucleic acids are disclosed. The modified nucleic acids have improved expression, lower immunogenicity and improved stability compared to unmodified nucleic acids.

  该披露涉及在5'-末端、3'-末端或5'-末端和3'-末端上含有修饰的核酸，以及可用于制备修饰核酸的化合物。与未经修饰的核酸相比，修饰核酸具有更好的表达、更低的免疫原性和更好的稳定性。
• NOVEL DXR INHIBITORS FOR ANTIMICROBIAL THERAPY
  申请人：Song Yongcheng

  公开号：US20130065857A1

  公开（公告）日：2013-03-14

  The present invention generally concerns particular methods and compositions for antimicrobial therapy. In particular embodiments, the compositions target DXR. In specific embodiments, the compositions are electron-deficient heterocyclic rings.

  本发明通常涉及特定的抗微生物治疗方法和组合物。在特定实施例中，该组合物针对DXR。在具体实施例中，该组合物是电子不足的杂环环。
• Synthesis of Indoles via Domino Reactions of 2-Methoxytoluene and Nitriles
  作者：Song Kou、Jingqian Huo、Ying Wang、Susu Sun、Fei Xue、Jianyou Mao、Jinlin Zhang、Lai Chen、Patrick J. Walsh

  DOI：10.1021/acs.joc.2c02128

  日期：——

  2-Arylindoles are privileged structures widely present in biologically active molecules. New sustainable synthetic routes toward their synthesis are, therefore, in high demand. Herein, a mixed base-promoted benzylic C–H deprotonation of commercially available ortho-anisoles, addition of the resulting anion to benzonitriles, and SNAr to displace the methoxy group provide indoles. A diverse array of

  2-Arylindoles 是广泛存在于生物活性分子中的特殊结构。因此，对其合成的新的可持续合成路线的需求量很大。在此，混合碱促进市售邻苯甲醚的苄基 C-H 去质子化，将所得阴离子添加到苯甲腈，以及用于置换甲氧基的S N Ar 提供吲哚。在不添加过渡金属催化剂的情况下，以良好的产率（>30 个实例，产率高达 99%）制备了多种多样的 2-芳基吲哚。
• 3′ end caps, 5′ end caps and combinations thereof for therapeutic RNA
  申请人：NOVARTIS AG

  公开号：US10676499B2

  公开（公告）日：2020-06-09

  The disclosure relates to nucleic acids that contain modifications at the 5′-end, 3′-end or 5′-end and 3′-ends, and compounds that can be used to make the modified nucleic acids are disclosed. The modified nucleic acids have improved expression, lower immunogenicity and improved stability compared to unmodified nucleic acids.

  本公开涉及在 5′端、3′端或 5′端和 3′端含有修饰的核酸，并公开了可用于制造修饰核酸的化合物。与未修饰的核酸相比，修饰的核酸具有更好的表达能力、更低的免疫原性和更高的稳定性。