(E)-2,6-dimethoxy-4-(phenylethenyl)phenol | 19566-74-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-2,6-dimethoxy-4-(phenylethenyl)phenol
• 英文别名: trans-3,5-dimethoxy-4-hydroxystilbene；(E)-3,5-dimethoxy-4-hydroxystilbene；(E)-3,5-dimethoxy-4-stilbenol；pterostilbene；2,6-dimethoxy-4-[(E)-2-phenylethenyl]phenol
• CAS: 19566-74-6；145194-58-7
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: MIEOHEFZZJSNMM-CMDGGOBGSA-N

物化性质

• 沸点：
  399.3±37.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  (E)-2,6-dimethoxy-4-(phenylethenyl)phenol 、 甲基丙烯酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 以78%的产率得到4-methacryloyloxy-3,5-dimethoxy-(E)-stilbene
  参考文献：
  名称：

  Selective [2 + 2]-Cycloaddition in Methacrylic Stilbene Polymers without Interference from E/Z-Isomerization

  摘要：

  Stilbene is known to undergo two different reactions upon photochemical excitation. The first is an E/Z isomerization and the second is a [2 + 2]-cycloaddition of two stilbene molecules. Because both reactions occur in parallel their use is limited. Here we report on photorefractive polymers with a methacrylate backbone and covalently attached 4-hydroxy-(E)-stilbene or 3,5-dimethoxy-4-hydroxy-(E)-stilbene units in the side chain which show [2 + 2]-cycloaddition only. Both polymers, poly(4-methacryloyloxy-(E)-stilbene) (PMAES) and poly(4-methacryloyloxy-3,5-dimethoxy-(E)-stilbene) (PMADMES), show very high initial refractive indices of 1.6533 for PMAES and 1.6288 for PMADMES. The photochemical reaction upon laser irradiation with 355 nm was monitored by UV/vis, fluorescence, and IR spectroscopy. The light-induced changes of the refractive index at 633 nm measured by surface plasmon resonance (SPR) were found to be Delta n > 0.05 for PMAES and Delta n > 0.04 for PMADMES. The sensitivity of PMADMES is enhanced compared to PMAES due to the electron donating groups (EDG) as the direct comparison of both polymers shows. Both polymers are useful for optical devices because they do not show any absorption in the visible range and are noncrystalline as determined by wide-angle X-ray scattering (WAXS) and differential scanning calorimetry (DSC).

  DOI：

  10.1021/ma2015485
• 作为产物：
  描述：

  三苯基苄基溴化膦 、 丁香醛 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 16.5h， 以73%的产率得到(E)-2,6-dimethoxy-4-(phenylethenyl)phenol
  参考文献：
  名称：

  Selective [2 + 2]-Cycloaddition in Methacrylic Stilbene Polymers without Interference from E/Z-Isomerization

  摘要：

  Stilbene is known to undergo two different reactions upon photochemical excitation. The first is an E/Z isomerization and the second is a [2 + 2]-cycloaddition of two stilbene molecules. Because both reactions occur in parallel their use is limited. Here we report on photorefractive polymers with a methacrylate backbone and covalently attached 4-hydroxy-(E)-stilbene or 3,5-dimethoxy-4-hydroxy-(E)-stilbene units in the side chain which show [2 + 2]-cycloaddition only. Both polymers, poly(4-methacryloyloxy-(E)-stilbene) (PMAES) and poly(4-methacryloyloxy-3,5-dimethoxy-(E)-stilbene) (PMADMES), show very high initial refractive indices of 1.6533 for PMAES and 1.6288 for PMADMES. The photochemical reaction upon laser irradiation with 355 nm was monitored by UV/vis, fluorescence, and IR spectroscopy. The light-induced changes of the refractive index at 633 nm measured by surface plasmon resonance (SPR) were found to be Delta n > 0.05 for PMAES and Delta n > 0.04 for PMADMES. The sensitivity of PMADMES is enhanced compared to PMAES due to the electron donating groups (EDG) as the direct comparison of both polymers shows. Both polymers are useful for optical devices because they do not show any absorption in the visible range and are noncrystalline as determined by wide-angle X-ray scattering (WAXS) and differential scanning calorimetry (DSC).

  DOI：

  10.1021/ma2015485

文献信息

• Palladium-Catalyzed Stereoselective Synthesis of (E)-Stilbenes via Organozinc Reagents and Carbonyl Compounds
  作者：Jin-Xian Wang、Kehu Wang、Lianbiao Zhao、Hongxia Li、Ying Fu、Yulai Hu

  DOI：10.1002/adsc.200606016

  日期：——

  In the presence of a catalytic amount of PdCl2(PPh3)2 and a silylating agent, organozinc halides reacted with carbonyl compounds to give the corresponding (E)-stilbenes in good to excellent yields under mild conditions. The reaction mechanism is briefly discussed.

  在催化量的PdCl 2（PPh 3）2和甲硅烷基化剂的存在下，有机锌卤化物与羰基化合物反应，在温和的条件下以良好或优异的收率得到相应的（E）-芪。简要讨论了反应机理。
• [EN] COCRYSTALS OF PTEROSTILBENE AND COMPOSITIONS COMPRISING THEM<br/>[FR] CO-CRISTAUX DE PTÉROSTILBÈNE ET COMPOSITIONS COMPRENANT CEUX-CI
  申请人：CENTER FOR INTELLIGENT RES IN CRYSTAL ENGINEERING S L

  公开号：WO2021123162A1

  公开（公告）日：2021-06-24

  The present disclosure relates to a cocrystal of pterostilbene and a coformer capable to form hydrogen bond interactions, to a process for the preparation thereof, and to its use as a medicament or a dietary supplement. The present disclosure also relates to a composition comprising the cocrystal.

  本公开涉及一种可形成氢键相互作用的紫檀酸甲酯和共晶体形成物，其制备过程及其作为药物或膳食补充剂的用途。本公开还涉及包含该共晶体的组合物。
• [EN] ANTI-BACTERIAL AND ANTI-VIRAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIBACTÉRIENS ET ANTIVIRAUX
  申请人：UNIV GENEVE

  公开号：WO2021219664A1

  公开（公告）日：2021-11-04

  The invention relates to anti-bacterial and/or anti-viral compounds and agents as well as their uses in the treatment or prevention of bacterial and/or viral infections. The invention also provides a method for prevention, alleviation, and/or treatment of bacterial and/or viral infections comprising applying the anti-bacterial and/or anti-viral compounds or agents of the invention to a subject in need thereof.

  该发明涉及抗菌和/或抗病毒化合物和药剂，以及它们在治疗或预防细菌和/或病毒感染方面的用途。该发明还提供了一种预防、缓解和/或治疗细菌和/或病毒感染的方法，包括将该发明的抗菌和/或抗病毒化合物或药剂应用于需要的对象。
• Solubilization of Pterostilbene and Resveratrol in Aqueous Beverages
  申请人：Ironstone Separations, Inc.

  公开号：US20160052850A1

  公开（公告）日：2016-02-25

  In one embodiment, the present application discloses compositions and methods of solubilizing pterostilbene or resveratrol, or mixture thereof in aqueous media.

  在一种实施例中，本申请披露了在水性介质中溶解紫檀素或白藜芦醇或其混合物的组合物和方法。
• Dietary supplement compositions with enhanced delivery matrix, gummies, chocolates, atomizers and powders containing same, and methods of making same
  申请人：Yiannios James John

  公开号：US10299493B2

  公开（公告）日：2019-05-28

  A method of making dietary supplement compositions includes generating an aqueous phase (A1) having one or more dietary supplement nutrients (DSN1), generating an oil phase (O1), performing a first homogenizing step by mixing A1 and O1 thereby forming A1/O1 composition, performing a second homogenizing step by mixing the A1/O1 composition and the further added DSN2, performing a third homogenizing step by mixing the A1/O1/DSN2 composition and a first flavor (F1), performing a fourth homogenizing step by mixing the A1/O1/DSN2/F1 composition and a gum dispersed with glycerin (GG), and performing a fifth homogenizing step by mixing the A1/O1/DSN2/F1/GG composition and the second flavor (F2) thereby forming dietary composition A1/O1/DSN2/F1/GG/F2. The A1/O1/DSN2/F1/GG/F2 composition is dispersion in which actives are incorporated in liposomal vesicles which may have a barrier coating of a polymer. A method of making gummies includes surrounding A1/O1/DSN2/F1/GG/F2 composition (inner portion) with an outer portion formed of shell syrup.

  一种制造膳食补充剂组合物的方法包括生成具有一种或多种膳食补充剂营养素（DSN1）的水相（A1），生成油相（O1），通过混合A1和O1从而形成A1/O1组合物来执行第一均质步骤，通过混合A1/O1组合物和进一步添加的DSN2来执行第二均质步骤，通过混合A1/O1/DSN2/F1组合物和第一香料（F1）来执行第三均质步骤，通过混合A1/O1/DSN2/F1组合物和第一香料（F1）来执行第四均质步骤、将 A1/O1/DSN2 组合物与第一种香料（F1）混合，进行第三步均质；将 A1/O1/DSN2/F1 组合物与分散甘油的胶质（GG）混合，进行第四步均质；将 A1/O1/DSN2/F1/GG 组合物与第二种香料（F2）混合，进行第五步均质，从而形成饮食组合物 A1/O1/DSN2/F1/GG/F2。A1/O1/DSN2/F1/GG/F2组合物是一种分散体，其中的活性物质被掺入脂质体囊泡中，脂质体囊泡可能有一层聚合物的阻隔涂层。制作软糖的方法包括将 A1/O1/DSN2/F1/GG/F2 组合物（内层）与由外壳糖浆形成的外层环绕在一起。