3,5-二乙酰氧基苯乙烯 | 155222-48-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 3,5-二乙酰氧基苯乙烯
• 英文名称: 3,5-diacetoxystyrene
• 英文别名: 3,5-Diacetoxy Styrene；(3-acetyloxy-5-ethenylphenyl) acetate
• CAS: 155222-48-3
• 化学式: C₁₂H₁₂O₄
• 分子量: 220.225
• InChiKey: JEKQGWWKEWSQCU-UHFFFAOYSA-N

物化性质

• 沸点：
  336.6±35.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-二乙酰氧基苯乙烯 在 palladium diacetate 、 三正丁胺 、 苄基三乙基氯化铵 、 sodium methylate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 3.0h， 生成 白藜芦醇甙
  参考文献：
  名称：

  A Novel, Convenient Synthesis of the 3‐O‐β‐D‐ and 4′‐O‐β‐D‐Glucopyranosides of trans‐Resveratrol

  摘要：

  trans-Resveratrol-3-O-beta-D-glueupyranoside (trans-piceid, 2) and trans-resveratrol-4'-O-beta-D-glucupyranoside (trans-resveratroloside 3) are the naturally occurring O-glucoside conjugates of the polyphenolic stilbenoid trans-resveratrol 1. Recently, attention has been drawn towards the interesting biological properties of the glucoside conjugates 2 and 3 as well as those of the aglycone 1. The fact that only limited quantities can be obtained by extraction from natural sources has prompted the development of novel syntheses of 2 and 3, based on a convergent Heck-coupling strategy, which now conveniently allows for the preparation of multimilligram to gram quantities of each.

  DOI：

  10.1081/scc-120030744
• 作为产物：
  描述：

  5-乙烯基苯-1,3-二醇 在 吡啶 、 乙酸酐 作用下， 以 乙酸乙酯 为溶剂， 生成 3,5-二乙酰氧基苯乙烯
  参考文献：
  名称：

  MOLECULARLY IMPRINTED POLYMERS

  摘要：

  本发明提供了设计分子印迹聚合物（MIPs）的方法，这些方法在从各种生物加工原料和废弃物中提取生物活性化合物方面具有应用。本发明进一步针对由本发明方法设计的MIPs。

  公开号：

  US20120052757A1

文献信息

• Enantioselective Intramolecular C–H Insertion Reactions of Donor–Donor Metal Carbenoids
  作者：Cristian Soldi、Kellan N. Lamb、Richard A. Squitieri、Marcos González-López、Michael J. Di Maso、Jared T. Shaw

  DOI：10.1021/ja508586t

  日期：2014.10.29

  asymmetric insertion reactions of donor–donor carbenoids, i.e., those with no pendant electron-withdrawing groups, are reported. This process enables the synthesis of densely substituted benzodihydrofurans with high levels of enantio- and diastereoselectivity. Preliminary results show similar efficiency in the preparation of indanes. This new method is used in the first enantioselective synthesis of an

  报告了供体-供体类卡宾的第一个不对称插入反应，即那些没有吸电子侧基的反应。该过程能够合成具有高水平对映选择性和非对映选择性的密集取代的苯并二氢呋喃。初步结果显示制备茚满的效率相似。这种新方法用于首次对映选择性合成低聚白藜芦醇天然产物（E-δ-viniferin）。
• Scalable Total Synthesis of Piceatannol-3′-O-β-d-glucopyranoside and the 4′-Methoxy Congener Thereof: An Early Stage Glycosylation Strategy
  作者：Jianfeng Li、Rong-Ping Zhang、Xiaoting Wang、Lei Chen

  DOI：10.1055/a-1639-0648

  日期：2022.4

  Scalable syntheses of piceatannol-3′-O-β-d-glucopyranoside and the 4′-methoxy congener thereof were achieved. This route features an early implemented Fischer-like glycosylation reaction, a regioselective iodination of phenolic glycoside under strongly acidic conditions, a highly telescoped route to access the styrene derivative, and a key Mizoroki–Heck reaction to render the desired coupled products

  实现了 piceatannol-3'-O-β-d-吡喃葡萄糖苷及其 4'-甲氧基同类物的可扩展合成。该路线具有早期实施的 Fischer 样糖基化反应、酚糖苷在强酸性条件下的区域选择性碘化、获得苯乙烯衍生物的高度伸缩路线以及关键的 Mizoroki-Heck 反应，以高总产率提供所需的偶联产物.
• Propiophenone derivatives and process for preparing the same
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US06048842A1

  公开（公告）日：2000-04-11

  A propiophenone derivative of the formula (I): ##STR1## wherein OX is a hydroxy group which may optionally be protected, Y is a lower alkyl group, and Z is a .beta.-D-glucopyranosyl group wherein one or more hydroxy groups may optionally be protected, or a pharmaceutically acceptable salt thereof. Said compounds have excellent hypoglycemic activity so that they are useful in the prophylaxis or treatment of diabetes.

  一种具有以下结构的丙酮苯甲酮衍生物（I）：其中OX是一个氢氧基团，可以选择性地受保护，Y是一个较低的烷基基团，Z是一个β-D-葡萄糖吡喃基团，其中一个或多个氢氧基团可以选择性地受保护，或其药用盐。这些化合物具有出色的降糖活性，因此它们在糖尿病的预防或治疗中非常有用。
• [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。
• [EN] PROCESS FOR THE PREPARATION OF RESVERATROL<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION DE RESVÉRATROL
  申请人：DSM IP ASSETS BV

  公开号：WO2012080120A1

  公开（公告）日：2012-06-21

  Process for the preparation of resveratrol by reacting a solution of acetylated 1 -(3.5- dihydroxyphenyl)-bromoethane in DMA or NMP containing alkaline or alkaline earth carbonate or phosphate with a solution of acetylated p-bromophenol in the same solvent containing alkaline or alkaline earth carbonate or phosphate and a catalytic amount of palladium oximate under heating, addition of water and optionally isolating the resveratrol and purifying it.

  通过将含有碱性或碱土金属碳酸盐或磷酸盐的DMA或NMP中乙酰化的1-(3,5-二羟基苯基)-溴乙烷溶液与含有碱性或碱土金属碳酸盐或磷酸盐以及少量钯羟肟催化剂的同溶剂中乙酰化的对溴苯酚溶液反应，加热后加入水并可选地分离和纯化白藜芦醇的制备过程。