ethyl 2-ethoxycarbonyl-6-(4'-fluorophenyl)hexanoate | 89326-71-6

• 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 2-ethoxycarbonyl-6-(4'-fluorophenyl)hexanoate
• 英文别名: Diethyl [4-(4-fluorophenyl)butyl]propanedioate；diethyl 2-[4-(4-fluorophenyl)butyl]propanedioate
• CAS: 89326-71-6
• 化学式: C₁₇H₂₃FO₄
• 分子量: 310.366
• InChiKey: YOQUTFOLZCYAEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  387.4±37.0 °C(Predicted)
• 密度：
  1.099±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-ethoxycarbonyl-6-(4'-fluorophenyl)hexanoate 在 氢氧化钾 、 氯化亚砜 、 thallium (I) ethoxide 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 6.0h， 生成 6-(4-Fluoro-phenyl)-hexanoic acid (8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
  参考文献：
  名称：

  Long-acting contraceptive agents: Norethisterone esters of arylcarboxylic acids

  摘要：

  The synthesis of esters of norethisterone (17 alpha-ethynyl-17 beta-hydroxy-estr-4-en-3-one) with acids containing a benzene ring is described, two methods of esterification being compared in terms of yield and convenience. The activities of these esters as long-acting contraceptive agents have been evaluated.

  DOI：

  10.1016/0039-128x(83)90101-0
• 作为产物：
  描述：

  4-(4-氟苯基)丁酸 在 lithium aluminium tetrahydride 、 硫酸 、 三溴化磷 作用下， 以 乙醚 为溶剂， 反应 24.0h， 生成 ethyl 2-ethoxycarbonyl-6-(4'-fluorophenyl)hexanoate
  参考文献：
  名称：

  Long-acting contraceptive agents: Norethisterone esters of arylcarboxylic acids

  摘要：

  The synthesis of esters of norethisterone (17 alpha-ethynyl-17 beta-hydroxy-estr-4-en-3-one) with acids containing a benzene ring is described, two methods of esterification being compared in terms of yield and convenience. The activities of these esters as long-acting contraceptive agents have been evaluated.

  DOI：

  10.1016/0039-128x(83)90101-0

文献信息

• Discovery of a highly orally bioavailable c-5-[6-(4-Methanesulfonyloxyphenyl)hexyl]-2-methyl-1,3-dioxane-r-2-carboxylic acid as a potent hypoglycemic and hypolipidemic agent
  作者：Harikishore Pingali、Mukul Jain、Shailesh Shah、Sujay Basu、Pankaj Makadia、Amitgiri Goswami、Pandurang Zaware、Pravin Patil、Atul Godha、Suresh Giri、Ashish Goel、Megha Patel、Harilal Patel、Pankaj Patel

  DOI：10.1016/j.bmcl.2008.08.112

  日期：2008.10

  A series of novel 1,3-dioxane-2-carboxylic acid derivatives containing alkyl chain tether and substituted phenyl group as a lipophilic tail have been prepared as agonists of PPAR alpha and gamma. c-5-[6-(4-Methanesulfonyloxyphenyl) hexyl]-2-methyl-1,3-dioxane-r-2-carboxylic acid 13c exhibited potent hypoglycemic and lipid lowering activity with high oral bioavailability in animal models. (C) 2008 Elsevier Ltd. All rights reserved.
• Long-acting contraceptive agents: Norethisterone esters of arylcarboxylic acids
  作者：A.S.C. Wan、T.L. Ngiam、S.L. Leung、M.L. Go、P.W.S. Heng、(The Late) P.N. Natarajan、A. Shafiee、M. Vossoghi、F. Savabi、C.G. Francisco、R. Freire、R. Hernandez、J.A. Salazar、E. Suarez、G.A.Garcia De La Mora、Y.Grillasca R.、O. Jimeno

  DOI：10.1016/0039-128x(83)90101-0

  日期：1983.3

  The synthesis of esters of norethisterone (17 alpha-ethynyl-17 beta-hydroxy-estr-4-en-3-one) with acids containing a benzene ring is described, two methods of esterification being compared in terms of yield and convenience. The activities of these esters as long-acting contraceptive agents have been evaluated.