(4,6'-bis(methoxymethoxy)-[1,1'-biphenyl]-3,3'-diyl)dimethanol | 711012-13-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4,6'-bis(methoxymethoxy)-[1,1'-biphenyl]-3,3'-diyl)dimethanol
• CAS: 711012-13-4
• 化学式: C₁₈H₂₂O₆
• 分子量: 334.369
• InChiKey: ADSNZLCKYZEKIP-UHFFFAOYSA-N

物化性质

• 沸点：
  492.6±45.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (4,6'-bis(methoxymethoxy)-[1,1'-biphenyl]-3,3'-diyl)dimethanol 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到3',5-bis(bromomethyl)-2,4'-bis(methoxymethoxy)-1,1'-biphenyl
  参考文献：
  名称：

  Efficient synthesis and structure–activity relationship of honokiol, a neurotrophic biphenyl-type neolignan

  摘要：

  Honokiol, a biphenyl-type neolignan, which shows the remarkable neurotrophic effect in primary cultured rat cortical neurons, has been effectively synthesized in 21% yield over 14 steps starting from 5-bromosalicylic acid and p-hydroxybenzoic acid by utilizing Pd-catalyzed Suzuki-Miyaura coupling reaction as a key step. Additionally, the structure-activity relationship between neurite outgrowth-promoting activity and its O-methylated and/or its hydrogenated analogues was examined in the primary cultures of fetal rat cortical neurons, suggesting that 5-allyl and T-hydroxyl groups are essential for affecting the neurotrophic activity of honokiol. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.067
• 作为产物：
  描述：

  (3-溴-4-甲氧基甲氧基-苯基)-甲醇 在 吡啶 、 咪唑 、 1,1'-双(二苯基膦)二茂铁 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 、 lithium aluminium tetrahydride 、 氢氟酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 1.0h， 生成 (4,6'-bis(methoxymethoxy)-[1,1'-biphenyl]-3,3'-diyl)dimethanol
  参考文献：
  名称：

  Efficient synthesis and structure–activity relationship of honokiol, a neurotrophic biphenyl-type neolignan

  摘要：

  Honokiol, a biphenyl-type neolignan, which shows the remarkable neurotrophic effect in primary cultured rat cortical neurons, has been effectively synthesized in 21% yield over 14 steps starting from 5-bromosalicylic acid and p-hydroxybenzoic acid by utilizing Pd-catalyzed Suzuki-Miyaura coupling reaction as a key step. Additionally, the structure-activity relationship between neurite outgrowth-promoting activity and its O-methylated and/or its hydrogenated analogues was examined in the primary cultures of fetal rat cortical neurons, suggesting that 5-allyl and T-hydroxyl groups are essential for affecting the neurotrophic activity of honokiol. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.067

文献信息

• Bioorg. Med. Chem. Lett. 2004. 14, 2621-2625
  作者：

  DOI：——

  日期：——