Benzyl 4-benzyloxy-2-bromo-5-methoxybenzoate | 139963-12-5

• 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: Benzyl 4-benzyloxy-2-bromo-5-methoxybenzoate
• 英文别名: Benzyl 2-bromo-5-methoxy-4-phenylmethoxybenzoate
• CAS: 139963-12-5
• 化学式: C₂₂H₁₉BrO₄
• 分子量: 427.294
• InChiKey: KZSMYSYHBUHKPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 Benzyl 4-benzyloxy-2-bromo-5-methoxybenzoate 在 盐酸 作用下， 反应 16.0h， 以90%的产率得到methyl 4-(benzyloxy)-2-bromo-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
• 作为产物：
  描述：

  2-bromo-4-hydroxy-5-methoxybenzoic acid 、 氯化苄 在 potassium carbonate 作用下， 反应 1.0h， 以90%的产率得到Benzyl 4-benzyloxy-2-bromo-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