(E)-4-(3,5-bis(benzyloxy)styryl)phenol

• 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)-4-(3,5-bis(benzyloxy)styryl)phenol
• 英文别名: 4-[(E)-2-[3,5-bis(phenylmethoxy)phenyl]ethenyl]phenol
• 化学式: C₂₈H₂₄O₃
• 分子量: 408.497
• InChiKey: BCGQMLCVUSXZEP-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 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)-4-(3,5-bis(benzyloxy)styryl)phenol 在 吡啶 、 二甲基硫 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 生成 (E)-4-(3,5-dihydroxystyryl)phenyl pivalate
  参考文献：
  名称：

  A new synthesis of 4′-resveratrol esters and evaluation of the potential for anti-depressant activity

  摘要：

  The 4'-ester analog of the disease preventative resveratrol 1 (RV), 4'-acetyl-RV 2 along with 4'-pivaloate 13 and benzoate 14 RV were synthesized. The previously developed palladium catalyzed decarbonylative Heck coupling was used to assemble the stilbene core together with 3,5-dibenzyl protected phenol intermediates that allowed for efficient coupling and deprotection using boron trifiuoride etherate. Studies with Long-Evans rats were performed to establish safety, toxicity, and behavioral parameters. In addition, the Porsalt forced-swim test was used to demonstrate anti-depressant activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.046
• 作为产物：
  描述：

  3,5-二苄氧基苯甲酸甲酯 在 N-乙基吗啉 、 1,3-bis-(1-adamantyl)imidazolinium tetrafluoroborate 、 氯化亚砜 、 palladium diacetate 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 乙醇 、 对二甲苯 、 甲苯 为溶剂， 反应 5.0h， 生成 (E)-4-(3,5-bis(benzyloxy)styryl)phenol
  参考文献：
  名称：

  A new synthesis of 4′-resveratrol esters and evaluation of the potential for anti-depressant activity

  摘要：

  The 4'-ester analog of the disease preventative resveratrol 1 (RV), 4'-acetyl-RV 2 along with 4'-pivaloate 13 and benzoate 14 RV were synthesized. The previously developed palladium catalyzed decarbonylative Heck coupling was used to assemble the stilbene core together with 3,5-dibenzyl protected phenol intermediates that allowed for efficient coupling and deprotection using boron trifiuoride etherate. Studies with Long-Evans rats were performed to establish safety, toxicity, and behavioral parameters. In addition, the Porsalt forced-swim test was used to demonstrate anti-depressant activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.046

文献信息

• Resveratrol Derivatives and Their Role as Potassium Channels Modulators
  作者：F. Orsini、L. Verotta、M. Lecchi、R. Restano、G. Curia、E. Redaelli、E. Wanke

  DOI：10.1021/np0303153

  日期：2004.3.1

  a stilbenic or a bibenzylic skeleton have been prepared by partial synthesis from resveratrol and dihydroresveratrol. The synthesized compounds have been evaluated for their ability to modulate voltage-gated channels.

  通过白藜芦醇和二氢白藜芦醇的部分合成，已经制备了具有白藜芦醇或联苄骨架的一系列白藜芦醇（反式3，4'，5-三羟基lb）的Stilbenoid类似物。已经评估了合成化合物调节电压门控通道的能力。