meso-2,3-bis(3,4,5-trimethoxybenzyl)-1,4-butanediol | 860704-71-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 二苄基丁烷木脂素
• 英文名称: meso-2,3-bis(3,4,5-trimethoxybenzyl)-1,4-butanediol
• 英文别名: 2,3-bis(3,4,5-trimethoxybenzyl)butane-1,4-diol；trans-2,3-Bis(3,4,5-trimethoxybenzyl)-1,4-butanediol；2,3-bis[(3,4,5-trimethoxyphenyl)methyl]butane-1,4-diol
• CAS: 860704-71-8
• 化学式: C₂₄H₃₄O₈
• 分子量: 450.529
• InChiKey: WMXGWZMIXCNJLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  meso-2,3-bis(3,4,5-trimethoxybenzyl)-1,4-butanediol 在 γ-Al2O3 作用下， 以 甲苯 为溶剂， 反应 2.5h， 生成 trans-3,4-bis(3,4,5-trimethoxybenzyl)tetrahydrofuran
  参考文献：
  名称：

  Synthetic butanolide and tetrahydrofuran lignans with platelet activating factor antagonist activity

  摘要：

  Several butanolide and tetrahydrofuran lignans were synthesized to be comparatively tested as platelet activating factor (PAF) antagonists. In particular, the influence of the tetrahydrofurans ether oxygen as compared with the gamma-lactone system of butanolides was evaluated, showing that the two classes of compounds were practically bioisosters. Molecular modelling and semi-empirical calculation were used to rationalize the collected data.

  DOI：

  10.1016/0223-5234(91)90200-7
• 作为产物：
  描述：

  (3R*,4R*)-3-(3,4,5-trimethoxybenzyl)-4-(3,4,5-trimethoxybenzyl)-4,5-dihydro-2(3H)-furanone 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.25h， 以0.9 g的产率得到meso-2,3-bis(3,4,5-trimethoxybenzyl)-1,4-butanediol
  参考文献：
  名称：

  Synthetic butanolide and tetrahydrofuran lignans with platelet activating factor antagonist activity

  摘要：

  Several butanolide and tetrahydrofuran lignans were synthesized to be comparatively tested as platelet activating factor (PAF) antagonists. In particular, the influence of the tetrahydrofurans ether oxygen as compared with the gamma-lactone system of butanolides was evaluated, showing that the two classes of compounds were practically bioisosters. Molecular modelling and semi-empirical calculation were used to rationalize the collected data.

  DOI：

  10.1016/0223-5234(91)90200-7

文献信息

• Synthetic butanolide and tetrahydrofuran lignans with platelet activating factor antagonist activity
  作者：SA Coran、M Bambagiotti-Alberti、F Melani、V Giannellini、FF Vincieri、N Mulinacci、R Sala、E Moriggi

  DOI：10.1016/0223-5234(91)90200-7

  日期：1991.9

  Several butanolide and tetrahydrofuran lignans were synthesized to be comparatively tested as platelet activating factor (PAF) antagonists. In particular, the influence of the tetrahydrofurans ether oxygen as compared with the gamma-lactone system of butanolides was evaluated, showing that the two classes of compounds were practically bioisosters. Molecular modelling and semi-empirical calculation were used to rationalize the collected data.