(E)-β-(5-methoxy-3-tert-butyldiphenylsilyloxyphenyl)-vinyl iodide | 960069-01-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-β-(5-methoxy-3-tert-butyldiphenylsilyloxyphenyl)-vinyl iodide
• 英文别名: tert-butyl-[3-[(E)-2-iodoethenyl]-5-methoxyphenoxy]-diphenylsilane
• CAS: 960069-01-6
• 化学式: C₂₅H₂₇IO₂Si
• 分子量: 514.478
• InChiKey: HJAPCOHTVYZOQX-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-β-(5-methoxy-3-tert-butyldiphenylsilyloxyphenyl)-vinyl iodide 、 4-甲氧基苯酚 在 N-甲基吗啉 、 caesium carbonate 、 copper(l) chloride 作用下， 以 甲苯 为溶剂， 生成 (E)-tert-butyl(3-methoxy-5-(2-(4-methoxyphenoxy)vinyl)phenoxy)diphenylsilane
  参考文献：
  名称：

  New classes of Gram-positive selective antibacterials: Inhibitors of MRSA and surrogates of the causative agents of anthrax and tuberculosis

  摘要：

  An antimicrobial phenolic stilbene, (E)-3-hydroxy-5-methoxystilbene, 1 was recently isolated from the leaves of Comptonia peregrina (L.) Coulter and shown to possess inhibitory activity against several Gram-positive bacteria, including isolates of methicillin-resistant Staphylococcus aureus (MRSA), Mycobacterium bovis BCG, and avirulent Bacillus anthracis (Sterne strain), among others. These results prompted the design and synthesis of two new classes of compounds, phenoxystyrenes and phenothiostyrenes, as analogs of the natural antimicrobial stilbene. These and additional stilbenoid analogs were synthesized using new, efficient, copper-mediated coupling strategies. Minimum inhibitory concentration (MIC) antimicrobial assays were performed on all compounds prepared. These preliminary structure-activity relationship studies indicated that both new classes of synthetic analogs, as well as the stilbenes, show promising activity against Gram-positive bacteria when at least one phenolic moiety is present, but not when absent. The potencies of the phenolic phenoxystyrenes and phenothiostyrenes were found to be comparable to those of the phenolic stilbenes tested. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.085
• 作为产物：
  描述：

  3,5-二甲氧基苯甲醛 在 咪唑 、 chromium dichloride 、 sodium hydride 、 苯硫酚 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (E)-β-(5-methoxy-3-tert-butyldiphenylsilyloxyphenyl)-vinyl iodide
  参考文献：
  名称：

  [EN] SKIN LIGHTENING COMPOUNDS
  [FR] COMPOSÉS ÉCLAIRCISSANT LA PEAU

  摘要：

  本发明提供了一种化合物，其化学式为I、II或III，或者其盐或前药衍生物，该化合物是一种皮肤美白剂，可用于抑制黑色素合成和/或去除现有的黑色素，以起到皮肤美白作用。

  公开号：

  WO2016014529A1

文献信息

• First Application of an Efficient and Versatile Ligand for Copper-Catalyzed Cross-Coupling Reactions of Vinyl Halides with <i>N</i>-Heterocycles and Phenols
  作者：M. Shahjahan Kabir、Michael Lorenz、Ojas A. Namjoshi、James M. Cook

  DOI：10.1021/ol9026446

  日期：2010.2.5

  2-Pyridin-2-yl-1H-benzoimidazole L3 is presented as a new, efficient, and versatile bidentate N-donor ligand suitable for the copper-catalyzed formation of vinyl C−N and C−O bonds. This inexpensive and easily prepared ligand facilitates copper-catalyzed cross-coupling reactions of alkenyl bromides and iodides with N-heterocycles and phenols to afford the desired cross-coupled products in good to excellent

  2-Pyridin-2-yl-1H-benzoimidazole L3 是一种新型、高效、多功能的双齿 N 供体配体，适用于铜催化形成乙烯基 CN 和 CO 键。这种廉价且易于制备的配体促进了铜催化的烯基溴化物和碘化物与N-杂环和酚的交叉偶联反应，以良好至极好的收率提供所需的交叉偶联产物，并完全保留立体化学。这种方法特别值得注意，因为它的效率，即温和的反应条件、低催化剂负载、简单、多功能和优异的官能团耐受性。