3',4'-dibenzyloxy-2'-methoxyacetophenone | 27829-92-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3',4'-dibenzyloxy-2'-methoxyacetophenone
• 英文别名: 2-methyl-3,4-dibenzyloxyacetophenone；1-[2-Methoxy-3,4-bis(phenylmethoxy)phenyl]ethanone
• CAS: 27829-92-1
• 化学式: C₂₃H₂₂O₄
• 分子量: 362.425
• InChiKey: JHEVSXTVVGAQIJ-UHFFFAOYSA-N

物化性质

• 沸点：
  514.9±45.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  3',4'-dibenzyloxy-2'-methoxyacetophenone 在 palladium on activated charcoal 氢气 作用下， 以83%的产率得到3,4-二羟基-2-甲氧基苯乙酮
  参考文献：
  名称：

  Effects of electron-withdrawing substituents on DPPH radical scavenging reactions of protocatechuic acid and its analogues in alcoholic solvents

  摘要：

  The DPPH (2,2-diphenyl-l-picrylhydrazyl) radical scavenging activity of protocatechuic acid (3,4-dihydroxybenzoic acid) and its related catechols was examined. Compounds possessing strong electron-withdrawing substituents showed high activity. NMR analysis of the reaction mixtures of catechols and DPPH radical in methanol showed the formation of methanol adducts. The results suggest that high radical scavenging activity of catechols in alcohol is due to a nucleophilic addition of an alcohol molecule on o-quinones, which leads to a regeneration of a catechol structure. Furthermore, the radical scavenging activity in alcohols would largely depend on the electron-withdrawing/donating substituents, Since they affect the susceptibility toward nucleophilic attacks on o-quinone. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.040
• 作为产物：
  描述：

  2',3',4'-三羟基苯乙酮 在 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 正己烷 、 丙酮 、 乙腈 为溶剂， 反应 18.0h， 生成 3',4'-dibenzyloxy-2'-methoxyacetophenone
  参考文献：
  名称：

  Effects of electron-withdrawing substituents on DPPH radical scavenging reactions of protocatechuic acid and its analogues in alcoholic solvents

  摘要：

  The DPPH (2,2-diphenyl-l-picrylhydrazyl) radical scavenging activity of protocatechuic acid (3,4-dihydroxybenzoic acid) and its related catechols was examined. Compounds possessing strong electron-withdrawing substituents showed high activity. NMR analysis of the reaction mixtures of catechols and DPPH radical in methanol showed the formation of methanol adducts. The results suggest that high radical scavenging activity of catechols in alcohol is due to a nucleophilic addition of an alcohol molecule on o-quinones, which leads to a regeneration of a catechol structure. Furthermore, the radical scavenging activity in alcohols would largely depend on the electron-withdrawing/donating substituents, Since they affect the susceptibility toward nucleophilic attacks on o-quinone. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.040

文献信息

• Structural confirmation of spiroelliptin from Iryanthera elliptica by synthesis
  作者：Anselmo A. Morais、Raimundo Braz Fo、Otto R. Gottlieb

  DOI：10.1016/0031-9422(85)80049-2

  日期：1985.11

  Abstract Spiroelliptin, a spiro[cyclohexadienone-1,1′-tetralin] from Iryanthera elliptica , was synthesized by a novel process which involved the catalytic hydrogenation of the appropriate chalcone. This and other spiro[methoxycyclobexadienone-1,1′-tetralin] derivatives, obtained by the same process or by the oxidative coupling of the appropriate 1,3-diarylpropanes, were used as models in the compilation

  摘要 Spiroelliptin 是一种来自 Iryanthera elliptica 的螺[环己二烯酮-1,1'-萘满]，通过一种涉及适当查尔酮催化氢化的新工艺合成。通过相同的方法或通过适当的 1,3-二芳基丙烷的氧化偶联获得的这种和其他螺[甲氧基环苯并二烯酮-1,1'-萘满] 衍生物被用作 1 H 和 13 C NMR 数据汇编的模型允许识别三种这样的天然结构类型。
• Effects of electron-withdrawing substituents on DPPH radical scavenging reactions of protocatechuic acid and its analogues in alcoholic solvents
  作者：Shizuka Saito、Jun Kawabata

  DOI：10.1016/j.tet.2005.06.040

  日期：2005.8

  The DPPH (2,2-diphenyl-l-picrylhydrazyl) radical scavenging activity of protocatechuic acid (3,4-dihydroxybenzoic acid) and its related catechols was examined. Compounds possessing strong electron-withdrawing substituents showed high activity. NMR analysis of the reaction mixtures of catechols and DPPH radical in methanol showed the formation of methanol adducts. The results suggest that high radical scavenging activity of catechols in alcohol is due to a nucleophilic addition of an alcohol molecule on o-quinones, which leads to a regeneration of a catechol structure. Furthermore, the radical scavenging activity in alcohols would largely depend on the electron-withdrawing/donating substituents, Since they affect the susceptibility toward nucleophilic attacks on o-quinone. (c) 2005 Elsevier Ltd. All rights reserved.

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