(E)- and (Z)-1-<5-Benzyloxy-2-(5-benzyloxy-2-methoxycarbonyl-4-methoxyphenyl)-phenyl>-2-<4-benzyloxy-4-(4-methoxycarbonylphenoxy)phenyl>-ethene | 139963-07-8

• 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)- and (Z)-1-<5-Benzyloxy-2-(5-benzyloxy-2-methoxycarbonyl-4-methoxyphenyl)-phenyl>-2-<4-benzyloxy-4-(4-methoxycarbonylphenoxy)phenyl>-ethene
• 英文别名: methyl 5-methoxy-2-[2-[2-[3-(4-methoxycarbonylphenoxy)-4-phenylmethoxyphenyl]ethenyl]-4-phenylmethoxyphenyl]-4-phenylmethoxybenzoate
• CAS: 139963-07-8；139963-15-8
• 化学式: C₅₂H₄₄O₉
• 分子量: 812.916
• InChiKey: IIKHXAGPCRGDBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.64
• 重原子数：
  61.0
• 可旋转键数：
  17.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (E)- and (Z)-1-<5-Benzyloxy-2-(5-benzyloxy-2-methoxycarbonyl-4-methoxyphenyl)-phenyl>-2-<4-benzyloxy-4-(4-methoxycarbonylphenoxy)phenyl>-ethene 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 、 sodium 、 三溴化磷 、 potassium carbonate 、 1,1,2,2-四苯乙烯 、 potassium iodide 作用下， 以 乙醚 、 乙醇 、 乙酸乙酯 、 丙酮 、 苯 为溶剂， 反应 10.5h， 生成 Plagiochin C
  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：

  4-苄氧基-2-醛基苯硼酸 在 四(三苯基膦)钯 、 sodium methylate 、 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 1.33h， 生成 (E)- and (Z)-1-<5-Benzyloxy-2-(5-benzyloxy-2-methoxycarbonyl-4-methoxyphenyl)-phenyl>-2-<4-benzyloxy-4-(4-methoxycarbonylphenoxy)phenyl>-ethene
  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