2-hydroxy-2',3,3'-trimethoxy-5,5'-diformyl-1,1'-diphenyl | 41564-94-7

• 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: 2-hydroxy-2',3,3'-trimethoxy-5,5'-diformyl-1,1'-diphenyl
• 英文别名: 3-(5-formyl-2-hydroxy-3-methoxyphenyl)-4,5-dimethoxybenzaldehyde；6-hydroxy-5,5',6'-trimethoxy-biphenyl-3,3'-dicarbaldehyde；3-(5-Formyl-2,3-dimethoxyphenyl)-4-hydroxy-5-methoxybenzaldehyde
• CAS: 41564-94-7
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: DUCJLJAOODGAPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-hydroxy-2',3,3'-trimethoxy-5,5'-diformyl-1,1'-diphenyl 在 吡啶 、 potassium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 100.0h， 生成 (2E)-3-(3-{5-[(1E)-2-carboxyeth-1-en-1-yl]-2-hydroxy-3-methoxyphenyl}-4,5-dimethoxyphenyl)prop-2-enoic acid
  参考文献：
  名称：

  Synthesis of monomethyl 5,5′-dehydrodiferulic acid

  摘要：

  Synthesis of the internal standard reference compound monomethyl 5,5'-dehydrodiferulic acid is described. The synthetic scheme relies on a selective monomethylation of the known compound 5,5'-dehydrodivanillin followed by elaboration into the dehydrodiferulic framework through a dual Horner-Emmons-Wadsworth reaction with methyl diethylphosphonoacetate. Saponification of the ester functionalities provided the target monomethyl 5,5'-dehydrodiferulic acid in 49% overall yield from 5,5'-dehydrodivanillin. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2015.01.002
• 作为产物：
  描述：

  6,6-二羟基-5,5-二甲氧基-(1,1-联苯-基)-3,3-二甲醛 、 碘甲烷 在 potassium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 91.0h， 以65%的产率得到2-hydroxy-2',3,3'-trimethoxy-5,5'-diformyl-1,1'-diphenyl
  参考文献：
  名称：

  Synthesis of monomethyl 5,5′-dehydrodiferulic acid

  摘要：

  Synthesis of the internal standard reference compound monomethyl 5,5'-dehydrodiferulic acid is described. The synthetic scheme relies on a selective monomethylation of the known compound 5,5'-dehydrodivanillin followed by elaboration into the dehydrodiferulic framework through a dual Horner-Emmons-Wadsworth reaction with methyl diethylphosphonoacetate. Saponification of the ester functionalities provided the target monomethyl 5,5'-dehydrodiferulic acid in 49% overall yield from 5,5'-dehydrodivanillin. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2015.01.002

文献信息

• Synthesis of 1-aryltetrahydroisoquinoline alkaloids and their analogs
  作者：Sh. N. Zhurakulov、V. I. Vinogradova、M. G. Levkovich

  DOI：10.1007/s10600-013-0507-2

  日期：2013.3

  Three alkaloids of the cryptostylin series and 20 monomolecular and 3 bimolecular 1-aryltetrahydroisoquinoline derivatives were prepared using the Picte–Spengler reaction.

  利用Pictet-Spengler反应制备了隐柱系列的三种生物碱以及20种单分子和3种双分子1-芳基四氢异喹啉衍生物。
• Synthesis of monomethyl 5,5′-dehydrodiferulic acid
  作者：Wayne E. Zeller、Paul F. Schatz

  DOI：10.1016/j.tetlet.2015.01.002

  日期：2015.2

  Synthesis of the internal standard reference compound monomethyl 5,5'-dehydrodiferulic acid is described. The synthetic scheme relies on a selective monomethylation of the known compound 5,5'-dehydrodivanillin followed by elaboration into the dehydrodiferulic framework through a dual Horner-Emmons-Wadsworth reaction with methyl diethylphosphonoacetate. Saponification of the ester functionalities provided the target monomethyl 5,5'-dehydrodiferulic acid in 49% overall yield from 5,5'-dehydrodivanillin. Published by Elsevier Ltd.