(E)-4-(3,5-bis(benzyloxy)styryl)phenyl benzoate | 1025956-38-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: (E)-4-(3,5-bis(benzyloxy)styryl)phenyl benzoate
• 英文别名: [4-[(E)-2-[3,5-bis(phenylmethoxy)phenyl]ethenyl]phenyl] benzoate
• CAS: 1025956-38-0
• 化学式: C₃₅H₂₈O₄
• 分子量: 512.605
• InChiKey: DEDZQNVSDNUDSJ-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-4-(3,5-bis(benzyloxy)styryl)phenyl benzoate 在 二甲基硫 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以86%的产率得到(E)-4-(3,5-dihydroxystyryl)phenyl benzoate
  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 、 吡啶 、 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 7.0h， 生成 (E)-4-(3,5-bis(benzyloxy)styryl)phenyl benzoate
  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

• A new synthesis of 4′-resveratrol esters and evaluation of the potential for anti-depressant activity
  作者：Mark J. Acerson、Kimberly M. Fabick、Yong Wong、Crystal Blake、Edwin D. Lephart、Merritt B. Andrus

  DOI：10.1016/j.bmcl.2013.03.046

  日期：2013.5

  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.