ethyl 3,4-diacetoxybenzoate | 78728-00-4

• 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: ethyl 3,4-diacetoxybenzoate
• 英文别名: 4-(Ethoxycarbonyl)-1,2-phenylene diacetate；ethyl 3,4-diacetyloxybenzoate
• CAS: 78728-00-4
• 化学式: C₁₃H₁₄O₆
• 分子量: 266.251
• InChiKey: JCRAPTGVBMGVPZ-UHFFFAOYSA-N

物化性质

• 沸点：
  391.1±37.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.71
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 3,4-diacetoxybenzoate 在 水 、 sodium carbonate 、 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 反应 24.0h， 生成 4-苄氧基-3-羟基苯甲酸乙酯
  参考文献：
  名称：

  Flavonoid metabolism: the synthesis of phenolic glucuronides and sulfates as candidate metabolites for bioactivity studies of dietary flavonoids

  摘要：

  Epidemiological studies indicate that flavonoid intake is inversely associated with the risk of coronary heart disease, yet the mechanisms responsible for their bioactivity are still a matter of debate. Based on the rapid and extensive metabolism of most flavonoids, their health effects most likely result from the biological activity of their metabolites. However, a lack of commercially available compounds/standards has prevented the study of metabolite bioactivity and resulted in a focus on non-physiologically relevant precursor/parent structures. This paper details the synthesis of a series of phenolic glucuronide 1a-e and sulfate 2a-e derivates as candidate metabolites for use as reference compounds in metabolic profiling studies and for the exploration of flavonoid bioactivity. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2012.03.100
• 作为产物：
  描述：

  3,4-二乙酰氧基苯甲醛 在 硝酸铵 、 AcO₂ 作用下， 反应 10.0h， 生成 ethyl 3,4-diacetoxybenzoate
  参考文献：
  名称：

  Reaction of acetals with aliphatic nitro compounds

  摘要：

  DOI：

  10.1007/bf00949597

文献信息

• KOCHETKOV K. A.; BABIEVSKIJ K. K.; NALIVAJKO E. V.; GARBALINSKAYA N. S.; +, IZV. AN CCCP. CEP. XIM., 1981, HO 3, 624-627
  作者：KOCHETKOV K. A.、 BABIEVSKIJ K. K.、 NALIVAJKO E. V.、 GARBALINSKAYA N. S.、 +

  DOI：——

  日期：——
• Flavonoid metabolism: the synthesis of phenolic glucuronides and sulfates as candidate metabolites for bioactivity studies of dietary flavonoids
  作者：Qingzhi Zhang、K. Saki Raheem、Nigel P. Botting、Alexandra M.Z. Slawin、Colin D. Kay、David O'Hagan

  DOI：10.1016/j.tet.2012.03.100

  日期：2012.6

  Epidemiological studies indicate that flavonoid intake is inversely associated with the risk of coronary heart disease, yet the mechanisms responsible for their bioactivity are still a matter of debate. Based on the rapid and extensive metabolism of most flavonoids, their health effects most likely result from the biological activity of their metabolites. However, a lack of commercially available compounds/standards has prevented the study of metabolite bioactivity and resulted in a focus on non-physiologically relevant precursor/parent structures. This paper details the synthesis of a series of phenolic glucuronide 1a-e and sulfate 2a-e derivates as candidate metabolites for use as reference compounds in metabolic profiling studies and for the exploration of flavonoid bioactivity. (C) 2012 Published by Elsevier Ltd.
• Reaction of acetals with aliphatic nitro compounds
  作者：K. A. Kochetkov、K. K. Babievskii、E. V. Nalivaiko、N. A. Garbalinskaya、V. M. Belikov

  DOI：10.1007/bf00949597

  日期：1981.3