1-<2-Benzyloxy-4-(4-hydroxymethylphenoxy)phenyl>-2-<5-benzyloxy-2-(2-hydroxymethyl-4-methoxyphenyl)phenyl>-ethane | 139963-05-6

• 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: 1-<2-Benzyloxy-4-(4-hydroxymethylphenoxy)phenyl>-2-<5-benzyloxy-2-(2-hydroxymethyl-4-methoxyphenyl)phenyl>-ethane
• 英文别名: [4-[5-[2-[2-[2-(Hydroxymethyl)-4-methoxyphenyl]-5-phenylmethoxyphenyl]ethyl]-2-phenylmethoxyphenoxy]phenyl]methanol
• CAS: 139963-05-6
• 化学式: C₄₃H₄₀O₆
• 分子量: 652.787
• InChiKey: FOBWMBCFWUHKAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  49
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-<2-Benzyloxy-4-(4-hydroxymethylphenoxy)phenyl>-2-<5-benzyloxy-2-(2-hydroxymethyl-4-methoxyphenyl)phenyl>-ethane 在 氢气 、 sodium 、 三溴化磷 、 1,1,2,2-四苯乙烯 作用下， 以 苯 为溶剂， 生成 plagiochin D
  参考文献：
  名称：

  Total synthesis of plagiochins C and D, macrocyclic bis(bibenzyl) constituents of plagiochila acantophylla

  摘要：

  Plagiochins C (3) and D (4) were synthesized by convergent schemes. Rings C and B were joined by Ullman ether synthesis, the aryl-aryl bond between rings A and D was formed by Pd(0)-catalysed coupling of an arylboronic acid (ring D) and a bromobenzoic ester (ring A). Ring C and D were linked by the Wittig reaction, while final ring closure was effected by tetraphenylethene assisted Wurtz reaction.

  DOI：

  10.1016/s0040-4020(01)88193-x
• 作为产物：
  描述：

  2-溴-5-甲氧基苯甲酸甲酯 在 palladium on activated charcoal lithium aluminium tetrahydride 、 四(三苯基膦)钯 、 氢气 、 sodium methylate 、 碳酸氢钠 、 potassium carbonate 、 potassium iodide 作用下， 以 甲醇 、 乙醚 、 乙醇 、 乙酸乙酯 、 丙酮 为溶剂， 反应 14.83h， 生成 1-<2-Benzyloxy-4-(4-hydroxymethylphenoxy)phenyl>-2-<5-benzyloxy-2-(2-hydroxymethyl-4-methoxyphenyl)phenyl>-ethane
  参考文献：
  名称：

  Total synthesis of plagiochins C and D, macrocyclic bis(bibenzyl) constituents of plagiochila acantophylla

  摘要：

  Plagiochins C (3) and D (4) were synthesized by convergent schemes. Rings C and B were joined by Ullman ether synthesis, the aryl-aryl bond between rings A and D was formed by Pd(0)-catalysed coupling of an arylboronic acid (ring D) and a bromobenzoic ester (ring A). Ring C and D were linked by the Wittig reaction, while final ring closure was effected by tetraphenylethene assisted Wurtz reaction.

  DOI：

  10.1016/s0040-4020(01)88193-x