(2R,3R)-3-(3,5-Dimethoxy-phenyl)-4,6-dimethoxy-2-(4-methoxy-phenyl)-indan-1-one | 148707-43-1

• 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: (2R,3R)-3-(3,5-Dimethoxy-phenyl)-4,6-dimethoxy-2-(4-methoxy-phenyl)-indan-1-one
• 英文别名: (2R,3R)-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydroinden-1-one
• CAS: 148707-43-1
• 化学式: C₂₆H₂₆O₆
• 分子量: 434.489
• InChiKey: BGQHROFACCVURE-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3R)-3-(3,5-Dimethoxy-phenyl)-4,6-dimethoxy-2-(4-methoxy-phenyl)-indan-1-one 在 palladium diacetate sodium hexamethyldisilazane 、 三甲基氯硅烷 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 13.5h， 以48%的产率得到3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-2-(4-methoxyphenyl)-1H-inden-1-one
  参考文献：
  名称：

  [EN] SYNTHESIS OF RESVERATROL-BASED NATURAL PRODUCTS
  [FR] SYNTHÈSE DE PRODUITS NATURELS À BASE DE RESVÉRATROL

  摘要：

  公开号：

  WO2009038731A3
• 作为产物：
  描述：

  {2,4-dimethoxy-6-[2-(4-methoxy-phenyl)-vinyl]-phenyl}-(3,5-dimethoxy-phenyl)-methanol 在 戴斯-马丁氧化剂 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.55h， 生成 (2R,3R)-3-(3,5-Dimethoxy-phenyl)-4,6-dimethoxy-2-(4-methoxy-phenyl)-indan-1-one
  参考文献：
  名称：

  [EN] SYNTHESIS OF RESVERATROL-BASED COMPOUNDS
  [FR] SYNTHÈSE DE COMPOSÉS À BASE DE RESVÉRATROL

  摘要：

  公开号：

  WO2012012609A3

文献信息

• Harnessing Quinone Methides: Total Synthesis of (±)-Vaticanol A
  作者：Tue H. Jepsen、Stephen B. Thomas、Yunqing Lin、Christos I. Stathakis、Irene de Miguel、Scott A. Snyder

  DOI：10.1002/anie.201402858

  日期：2014.6.23

  Although quinone methides are often postulated as intermediates in the biosynthesis of many polyphenolic natural products, deploying their power in a laboratory setting to achieve similar bond constructions has sometimes proven challenging. Herein, a total synthesis of the resveratrol trimer vaticanol A has been achieved through three instances of quinone methide chemistry. These operations, one of

  尽管醌甲基化物通常被认为是许多多酚天然产物生物合成的中间体，但在实验室环境中利用其力量来实现类似的键结构有时被证明具有挑战性。在此，通过三个醌甲基化物化学实例实现了白藜芦醇三聚体vaticanol A的全合成。这些操作（其中一个仅在非常特定的条件下成功）方便地生成了其[7,5]-碳环核心，为二氢苯并呋喃的形成提供了独特的序列，并且除了目标分子之外，还同时生成了一系列反映许多其他分离株。
• Structural Revision and Total Synthesis of Caraphenol B and C
  作者：Scott A. Snyder、Zachary G. Brill

  DOI：10.1021/ol2022406

  日期：2011.10.21

  Chemical syntheses of two stereochemically unique resveratrol dimers, caraphenols B and C, have shown that their structures are misassigned. Thoughts on their potential chemical etiology led to an alternate structural proposal that has been confirmed through synthesis, one indicating that the substituents on their respective indane systems exist in a relative trans,trans orientation rather than the

  两种立体化学上独特的白藜芦醇二聚体 caraphenols B 和 C 的化学合成表明，它们的结构是错误的。对其潜在化学病因的思考导致了另一种结构提议，该提议已通过合成得到证实，该提议表明其各自的茚满系统上的取代基以相对的反、反方向存在，而不是最初假设的全顺式排列。
• Snyder, Scott A.; Breazzano, Steven P.; Ross, Audrey G., Journal of the American Chemical Society, 2009, vol. 131, p. 1753 - 1765
  作者：Snyder, Scott A.、Breazzano, Steven P.、Ross, Audrey G.、Lin, Yunqing、Zografos, Alexandras L.

  DOI：——

  日期：——
• Ampelopsins E, E, H and cis-ampelopsin E, oligostilbenes from Ampelopsis brevipedunculata var. Hancei roots
  作者：Yoshiteru Oshima、Yuji Ueno

  DOI：10.1016/0031-9422(93)85418-q

  日期：1993.4

  The methanol extract of the roots of Ampelopsis brevipedunculata var. hancei exhibited marked protective activity against carbon tetrachloride and D-galactosamine-induced liver damage in primary cultured rat hepatocytes. The extract was fractionated by monitoring the activity to give active fractions from which four novel oxidative oligostilbenes, ampelopsins D, E, H and cis-ampelopsin E, were isolated in addition to the known compounds, (-)-epicatechin, pallidol, miyabenol C, piceid, cis-piceid and resveratroloside. The structures of the new stilbene derivatives have been established on the basis of spectroscopic evidence and chemical reactions. Among them, ampelopsin E and cis-ampelopsin E showed antihepatotoxic activity.