3,4,5-trihydroxyphenethyl ethanoate | 1375102-38-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3,4,5-trihydroxyphenethyl ethanoate
• 英文别名: 3,4,5-Trihydroxyphenethyl methyl carbonate；methyl 2-(3,4,5-trihydroxyphenyl)ethyl carbonate
• CAS: 1375102-38-7
• 化学式: C₁₀H₁₂O₆
• 分子量: 228.202
• InChiKey: YZJICZCDAIJBNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,4,5-trihydroxyphenethyl ethanoate 在 amberlyst 15 作用下， 以 甲醇 为溶剂， 反应 36.0h， 以74%的产率得到3,4,5-trihydroxyphenethyl alcohol methylether
  参考文献：
  名称：

  Synthesis and biological evaluation of gallic acid analogs

  摘要：

  A novel and efficient synthesis of pyrogallol moiety through a copper(I)-mediated C-O bond forming reaction is described. In particular, syntheses of 3,4,5-trihydroxyphenethyl alcohol and its methyl derivative are reported. Particular attention to dimethyl carbonate as an eco-friendly solvent/reactant has been paid, in order to improve the eco-compatibility of the whole synthetic pathway. Furthermore, the genotoxicity, cytotoxicity and the antioxidant activity of 3,4,5-trihydroxyphenethyl alcohol and its methyl derivative have been investigated.

  DOI：

  10.1007/s00044-012-0052-8
• 作为产物：
  描述：

  4-hydroxyphenethyl methyl carbonate 在 potassium peroxymonosulfate 、 三溴化硼 、 碳酸二甲酯 、 sodium bromide 、 copper(I) bromide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 3,4,5-trihydroxyphenethyl ethanoate
  参考文献：
  名称：

  Synthesis and biological evaluation of gallic acid analogs

  摘要：

  A novel and efficient synthesis of pyrogallol moiety through a copper(I)-mediated C-O bond forming reaction is described. In particular, syntheses of 3,4,5-trihydroxyphenethyl alcohol and its methyl derivative are reported. Particular attention to dimethyl carbonate as an eco-friendly solvent/reactant has been paid, in order to improve the eco-compatibility of the whole synthetic pathway. Furthermore, the genotoxicity, cytotoxicity and the antioxidant activity of 3,4,5-trihydroxyphenethyl alcohol and its methyl derivative have been investigated.

  DOI：

  10.1007/s00044-012-0052-8