Phthalic acid mono-{1-[4-(4-fluoro-phenyl)-2,6-diisopropyl-5-propyl-pyridin-3-yl]-ethyl} ester | 475143-49-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Phthalic acid mono-{1-[4-(4-fluoro-phenyl)-2,6-diisopropyl-5-propyl-pyridin-3-yl]-ethyl} ester
• 英文别名: 2-[1-[4-(4-fluorophenyl)-2,6-di(propan-2-yl)-5-propylpyridin-3-yl]ethoxycarbonyl]benzoic acid
• CAS: 475143-49-8
• 化学式: C₃₀H₃₄FNO₄
• 分子量: 491.603
• InChiKey: MEWZUXVCGKTKHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  76.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Phthalic acid mono-{1-[4-(4-fluoro-phenyl)-2,6-diisopropyl-5-propyl-pyridin-3-yl]-ethyl} ester 在 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 正己烷 、 水 为溶剂， 反应 1.25h， 生成 (R)-1-[4-(4-Fluoro-phenyl)-2,6-diisopropyl-5-propyl-pyridin-3-yl]-ethanol
  参考文献：
  名称：

  4-Phenylpyridine glucagon receptor antagonists: synthetic approaches to the sterically hindered chiral hydroxy group

  摘要：

  Systematic evaluation of the structure-activity relationships of a new class of 4-aryl-pyridine glucagon antagonists led to the discovery of potent analogues bearing a key secondary hydroxy moiety as seen in compound 1a. Due to the importance of this new class of compounds, it became necessary to establish an efficient synthesis of the pure enantiomer. A resolution and two chiral syntheses of alcohol 1a were discovered and herein presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00840-7
• 作为产物：
  描述：

  苯酐 、 (+/-)-2,6-diisopropyl-3-(1-hydroxyethyl)-4-(4-fluorophenyl)-5-propyl-pyridine 在 甲基锂 作用下， 生成 Phthalic acid mono-{1-[4-(4-fluoro-phenyl)-2,6-diisopropyl-5-propyl-pyridin-3-yl]-ethyl} ester
  参考文献：
  名称：

  4-Phenylpyridine glucagon receptor antagonists: synthetic approaches to the sterically hindered chiral hydroxy group

  摘要：

  Systematic evaluation of the structure-activity relationships of a new class of 4-aryl-pyridine glucagon antagonists led to the discovery of potent analogues bearing a key secondary hydroxy moiety as seen in compound 1a. Due to the importance of this new class of compounds, it became necessary to establish an efficient synthesis of the pure enantiomer. A resolution and two chiral syntheses of alcohol 1a were discovered and herein presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00840-7