Methyl-<2-(4-methoxy-phenyl)-ethyl>-carbonat | 1796-64-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Methyl-<2-(4-methoxy-phenyl)-ethyl>-carbonat
• 英文别名: 4-methoxyphenethyl methyl carbonate；2-(4-Methoxyphenyl)ethyl methyl carbonate；2-(4-methoxyphenyl)ethyl methyl carbonate
• CAS: 1796-64-1
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: QYGQKFJOLKOKHM-UHFFFAOYSA-N

物化性质

• 沸点：
  299.2±23.0 °C(Predicted)
• 密度：
  1.111±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  Methyl-<2-(4-methoxy-phenyl)-ethyl>-carbonat 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以100%的产率得到对甲氧基苯乙醇
  参考文献：
  名称：

  Synthesis of a novel ester of hydroxytyrosol and α-lipoic acid exhibiting an antiproliferative effect on human colon cancer HT-29 cells

  摘要：

  A novel ester of hydroxytyrosol and alpha-lipoic acid was synthesized in satisfactory yield by original and simple procedures and evaluated about its antiproliferative activity on the human colorectal adenocarcinoma HT-29 cell line. The compound exhibited a cell growth inhibitory activity significantly more potent than the corresponding parent natural compounds, very likely due to the induction of cell cycle arrest in the G2/M phase. These data suggest that the novel ester might exert a more effective antitumour activity than hydroxytyrosol and alpha-lipoic acid. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.10.028
• 作为产物：
  描述：

  对羟基苯乙醇 、 碳酸二甲酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 24.0h， 以100%的产率得到Methyl-<2-(4-methoxy-phenyl)-ethyl>-carbonat
  参考文献：
  名称：

  Synthesis of a novel ester of hydroxytyrosol and α-lipoic acid exhibiting an antiproliferative effect on human colon cancer HT-29 cells

  摘要：

  A novel ester of hydroxytyrosol and alpha-lipoic acid was synthesized in satisfactory yield by original and simple procedures and evaluated about its antiproliferative activity on the human colorectal adenocarcinoma HT-29 cell line. The compound exhibited a cell growth inhibitory activity significantly more potent than the corresponding parent natural compounds, very likely due to the induction of cell cycle arrest in the G2/M phase. These data suggest that the novel ester might exert a more effective antitumour activity than hydroxytyrosol and alpha-lipoic acid. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.10.028

文献信息

• Easy eco-friendly phenonium ion production from phenethyl alcohols in dimethyl carbonate
  作者：M. Barontini、I. Proietti Silvestri、V. Nardi、P. Bovicelli、L. Pari、F. Gallucci、R. Spezia、G. Righi

  DOI：10.1016/j.tetlet.2013.06.122

  日期：2013.9

  An efficient and simple one-pot procedure for selective etherification of 2-aryl-ethylalcohols has been achieved through Amberlyst 15-catalyzed reaction in dimethyl carbonate (DMC). Moreover, the polymer catalyst could be recovered and reused with no effect on its activity. The reaction mechanism involves the formation of phenonium ion which has been demonstrated by a C-C bond forming reaction. Theoretical studies are in agreement with and thus explain experimental results. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of a novel ester of hydroxytyrosol and α-lipoic acid exhibiting an antiproliferative effect on human colon cancer HT-29 cells
  作者：Roberta Bernini、Fernanda Crisante、Nicolò Merendino、Romina Molinari、Maria Chiara Soldatelli、Francesca Velotti

  DOI：10.1016/j.ejmech.2010.10.028

  日期：2011.1

  A novel ester of hydroxytyrosol and alpha-lipoic acid was synthesized in satisfactory yield by original and simple procedures and evaluated about its antiproliferative activity on the human colorectal adenocarcinoma HT-29 cell line. The compound exhibited a cell growth inhibitory activity significantly more potent than the corresponding parent natural compounds, very likely due to the induction of cell cycle arrest in the G2/M phase. These data suggest that the novel ester might exert a more effective antitumour activity than hydroxytyrosol and alpha-lipoic acid. (C) 2010 Elsevier Masson SAS. All rights reserved.