4-(benzyloxy)-3-(2-(benzyloxy)-4-formyl-6-methoxyphenoxy)-5-methoxybenzaldehyde | 1529796-57-3

• 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: 4-(benzyloxy)-3-(2-(benzyloxy)-4-formyl-6-methoxyphenoxy)-5-methoxybenzaldehyde
• 英文别名: 4-(5-Formyl-3-methoxy-2-phenylmethoxyphenoxy)-3-methoxy-5-phenylmethoxybenzaldehyde；4-(5-formyl-3-methoxy-2-phenylmethoxyphenoxy)-3-methoxy-5-phenylmethoxybenzaldehyde
• CAS: 1529796-57-3
• 化学式: C₃₀H₂₆O₇
• 分子量: 498.532
• InChiKey: IXHKWZJGVVWYMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4-二羟基-5-甲氧基苯甲醛 在 铜 、 碳酸氢钠 、 sodium iodide 、 copper(I) bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 4-(benzyloxy)-3-(2-(benzyloxy)-4-formyl-6-methoxyphenoxy)-5-methoxybenzaldehyde
  参考文献：
  名称：

  Unexpected copper mediated benzyl O→O migration during an Ullmann ether coupling

  摘要：

  The synthesis of a highly functionalized phenolic diaryl ether 5,5'-oxybis(4-hydroxy-3-methoxybenzaldehyde) (1) potentially interesting as a new scaffold for drug design, has been carried out using Ullmann coupling conditions. An unusual benzyl migration in o-benzyloxyphenol moiety occurred during this reaction leading to an unexpected compound identified as 4-(benzyloxy)-3-(2-(benzyloxy)-4-formy1-6-methoxyphenoxy)-5-methoxy benzaldehyde (7). A rationale for this migration process is proposed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.089

文献信息

• Unexpected copper mediated benzyl O→O migration during an Ullmann ether coupling
  作者：Corinne Vanucci-Bacqué、Slim Chaabouni、Isabelle Fabing、Florence Bedos-Belval、Michel Baltas

  DOI：10.1016/j.tetlet.2013.11.089

  日期：2014.1

  The synthesis of a highly functionalized phenolic diaryl ether 5,5'-oxybis(4-hydroxy-3-methoxybenzaldehyde) (1) potentially interesting as a new scaffold for drug design, has been carried out using Ullmann coupling conditions. An unusual benzyl migration in o-benzyloxyphenol moiety occurred during this reaction leading to an unexpected compound identified as 4-(benzyloxy)-3-(2-(benzyloxy)-4-formy1-6-methoxyphenoxy)-5-methoxy benzaldehyde (7). A rationale for this migration process is proposed. (C) 2013 Elsevier Ltd. All rights reserved.