2-bromo-3,5-dihydroxy-4-methoxybenzaldehyde | 1000404-16-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-bromo-3,5-dihydroxy-4-methoxybenzaldehyde
• 英文别名: 2-Bromisovanillinalkohol
• CAS: 1000404-16-9
• 化学式: C₈H₇BrO₄
• 分子量: 247.045
• InChiKey: CDVXYXFYYSZQMK-UHFFFAOYSA-N

物化性质

• 熔点：
  161-164 °C (decomp)
• 沸点：
  333.3±37.0 °C(Predicted)
• 密度：
  1.788±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-3,5-dihydroxy-4-methoxybenzaldehyde 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以42%的产率得到2-bromo-5-hydroxy-3,4-dimethoxybenzaldehyde
  参考文献：
  名称：

  Total synthesis of two natural phenanthrenes: confusarin and a regioisomer

  摘要：

  The title compounds were synthesized by radical cyclization of the corresponding stilbenes intermediates. The latter ones arose from a Wittig reaction in a stereoselective manner (Z isomer is either the only one or the major one). Confusarin (1) was prepared in 13 steps from gallic acid. Its regioisomer (2) was obtained in five steps from syringaldehyde. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.052
• 作为产物：
  描述：

  3,5-二羟基-4-甲氧基苯甲醛 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以53%的产率得到2-bromo-3,5-dihydroxy-4-methoxybenzaldehyde
  参考文献：
  名称：

  Total synthesis of two natural phenanthrenes: confusarin and a regioisomer

  摘要：

  The title compounds were synthesized by radical cyclization of the corresponding stilbenes intermediates. The latter ones arose from a Wittig reaction in a stereoselective manner (Z isomer is either the only one or the major one). Confusarin (1) was prepared in 13 steps from gallic acid. Its regioisomer (2) was obtained in five steps from syringaldehyde. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.052

文献信息

• Total synthesis of two natural phenanthrenes: confusarin and a regioisomer
  作者：Sylvie Radix、Roland Barret

  DOI：10.1016/j.tet.2007.09.052

  日期：2007.12

  The title compounds were synthesized by radical cyclization of the corresponding stilbenes intermediates. The latter ones arose from a Wittig reaction in a stereoselective manner (Z isomer is either the only one or the major one). Confusarin (1) was prepared in 13 steps from gallic acid. Its regioisomer (2) was obtained in five steps from syringaldehyde. (c) 2007 Elsevier Ltd. All rights reserved.