Methyl 2-(4-benzyloxy-2-formylphenyl)-5-methoxybenzoate | 139962-99-5

• 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: Methyl 2-(4-benzyloxy-2-formylphenyl)-5-methoxybenzoate
• 英文别名: Methyl 2-(2-formyl-4-phenylmethoxyphenyl)-5-methoxybenzoate
• CAS: 139962-99-5
• 化学式: C₂₃H₂₀O₅
• 分子量: 376.409
• InChiKey: SOOKKHZCIBPFTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-(4-benzyloxy-2-formylphenyl)-5-methoxybenzoate 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 、 sodium methylate 、 sodium 、 三溴化磷 、 potassium carbonate 、 1,1,2,2-四苯乙烯 、 potassium iodide 作用下， 以 甲醇 、 乙醚 、 乙醇 、 乙酸乙酯 、 丙酮 、 苯 为溶剂， 反应 13.5h， 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 、 4-苄氧基-2-醛基苯硼酸 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 生成 Methyl 2-(4-benzyloxy-2-formylphenyl)-5-methoxybenzoate
  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

文献信息

• Kametler, Laszlo; Keserue, Gyoergy M.; Nogradi, Mihaly, Liebigs Annalen der Chemie, 1992, # 12, p. 1239 - 1244
  作者：Kametler, Laszlo、Keserue, Gyoergy M.、Nogradi, Mihaly、Mezey-Vandor, Gabriella、Vermes, Borbala、Kajtar-Peredy, Maria

  DOI：——

  日期：——
• Total synthesis of plagiochins C and D, macrocyclic bis(bibenzyl) constituents of plagiochila acantophylla
  作者：György M. Keserü、Gabriella Mezey-Vándor、Mihály Nógrádi、Borbála Vermes、Mária Kajtár-Peredy

  DOI：10.1016/s0040-4020(01)88193-x

  日期：——

  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.