2-(3,4-Dimethoxy-phenyl)-1-(4-methoxy-phenyl)-propane-1,3-diol | 128486-28-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(3,4-Dimethoxy-phenyl)-1-(4-methoxy-phenyl)-propane-1,3-diol
• 英文别名: 2-(3,4-dimethoxyphenyl)-1-(4-methoxyphenyl)propane-1,3-diol
• CAS: 128486-28-2
• 化学式: C₁₈H₂₂O₅
• 分子量: 318.37
• InChiKey: AXQLFCHZIMDLSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.15
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(3,4-Dimethoxy-phenyl)-1-(4-methoxy-phenyl)-propane-1,3-diol 在 咪唑 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 C₁₈H₂₂O₅
  参考文献：
  名称：

  Photochemical and enzymatic SET promoted C–C bond cleavage reactions of lignin β-1 model compounds containing varying number of methoxy substituents on their arene rings

  摘要：

  In the current study, 1,2-diarylpropan-1,3-diols, containing varying numbers of methoxy substituents that mimic beta-1 type units in lignins, were prepared and subjected to photochemical and enzymatic SET oxidative C-C bond cleavage reactions to explore how product distributions and reactivity profiles depend on the numbers and positions of arene ring methoxy-substituents. For this purpose, product distributions of SET-promoted photochemical reactions of the beta-1 model compounds and the characteristics of lignin peroxidase catalyzed bond cleavage reactions of these substances were explored. The results show that both the photochemical and enzymatic reactions, which are known to occur by initial SET to form arylpropanoid cation radicals, generate predominantly aldehydes and beta-hydroxyketones through cation radical C1-C2 bond cleavage pathways. In addition, analysis of the relative quantum efficiencies of the SET photochemical processes shows that they do not depend greatly on the numbers and positions of arene ring methoxy substituents of the beta-1 model compounds. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.04.077
• 作为产物：
  描述：

  C₂₀H₂₄O₆ 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 2-(3,4-Dimethoxy-phenyl)-1-(4-methoxy-phenyl)-propane-1,3-diol
  参考文献：
  名称：

  Photochemical and enzymatic SET promoted C–C bond cleavage reactions of lignin β-1 model compounds containing varying number of methoxy substituents on their arene rings

  摘要：

  In the current study, 1,2-diarylpropan-1,3-diols, containing varying numbers of methoxy substituents that mimic beta-1 type units in lignins, were prepared and subjected to photochemical and enzymatic SET oxidative C-C bond cleavage reactions to explore how product distributions and reactivity profiles depend on the numbers and positions of arene ring methoxy-substituents. For this purpose, product distributions of SET-promoted photochemical reactions of the beta-1 model compounds and the characteristics of lignin peroxidase catalyzed bond cleavage reactions of these substances were explored. The results show that both the photochemical and enzymatic reactions, which are known to occur by initial SET to form arylpropanoid cation radicals, generate predominantly aldehydes and beta-hydroxyketones through cation radical C1-C2 bond cleavage pathways. In addition, analysis of the relative quantum efficiencies of the SET photochemical processes shows that they do not depend greatly on the numbers and positions of arene ring methoxy substituents of the beta-1 model compounds. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.04.077

文献信息

• Phenolic compounds from roots of Urtica dioica
  作者：Rupert Kraus、Gerhard Spiteller

  DOI：10.1016/0031-9422(90)80140-c

  日期：1990.1

  Abstract Root extracts from Urtica dioica were separated into several classes of compounds by extraction with organic solvents at different pH values. The phenolic fraction was analysed by GC-MS after trimethylsilylation. This procedure allowed the identification of 18 phenolic compounds as well as the detection of eight lignans. The occurrence of some of these substances in this plant was previously

  摘要 通过用不同pH 值的有机溶剂提取，荨麻根提取物被分离成几类化合物。在三甲基甲硅烷基化后通过 GC-MS 分析酚级分。该程序允许识别 18 种酚类化合物以及检测 8 种木脂素。这些物质中的一些在这种植物中的存在以前是未知的。
• KRAUS, PUPERT;SPITELLER, GERHARD, PHYTOCHEMISTRY, 29,(1990) N, C. 1653-1659
  作者：KRAUS, PUPERT、SPITELLER, GERHARD

  DOI：——

  日期：——