(2E,4E,6E)-7-[3,5-Di-tert-butyl-2-(2,2-difluoro-ethoxy)-phenyl]-6-fluoro-3-methyl-octa-2,4,6-trienoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2E,4E,6E)-7-[3,5-Di-tert-butyl-2-(2,2-difluoro-ethoxy)-phenyl]-6-fluoro-3-methyl-octa-2,4,6-trienoic acid
• 英文别名: (2E,4E,6E)-3-Methyl-6-fluoro-7-[2-(2,2-difluoroethoxy)-3,5-di-tert-butylphenyl]-2,4,6-octatrienoic acid；(2E,4E,6E)-7-[3,5-ditert-butyl-2-(2,2-difluoroethoxy)phenyl]-6-fluoro-3-methylocta-2,4,6-trienoic acid
• 化学式: C₂₅H₃₃F₃O₃
• 分子量: 438.53
• InChiKey: WDIPTEIUSFFSDV-WEMQTCASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (E)-3-[3,5-Di-tert-butyl-2-(2,2-difluoro-ethoxy)-phenyl]-2-fluoro-but-2-enal 在 N,N-二甲基丙烯基脲 、 lithium hydroxide 、 正丁基锂 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (2E,4E,6E)-7-[3,5-Di-tert-butyl-2-(2,2-difluoro-ethoxy)-phenyl]-6-fluoro-3-methyl-octa-2,4,6-trienoic acid
  参考文献：
  名称：

  Design and synthesis of novel RXR-selective modulators with improved pharmacological profile

  摘要：

  New RXR-selective modulators possessing a 6-fluoro trienoic acid moiety (6Z olefin) or a fluorinated/heterocyclic-substituted benzene core ring, were synthesized in an expedient and selective way. A subset of these compounds was evaluated for their metabolic properties (exposure in IRC male mice) and show a dramatic increase of exposure compared to our reference compound, 3 (LG101506). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.048

文献信息

• Design and synthesis of novel RXR-selective modulators with improved pharmacological profile
  作者：Pierre-Yves Michellys、Marcus F Boehm、Jyun-Hung Chen、Timothy A Grese、Donald S Karanewsky、Mark D Leibowitz、Sha Liu、Dale A Mais、Christopher M Mapes、Anne Reifel-Miller、Katheen M Ogilvie、Deepa Rungta、Anthony W Thompson、John S Tyhonas、Nathan Yumibe、Robert J Ardecky

  DOI：10.1016/j.bmcl.2003.08.048

  日期：2003.11

  New RXR-selective modulators possessing a 6-fluoro trienoic acid moiety (6Z olefin) or a fluorinated/heterocyclic-substituted benzene core ring, were synthesized in an expedient and selective way. A subset of these compounds was evaluated for their metabolic properties (exposure in IRC male mice) and show a dramatic increase of exposure compared to our reference compound, 3 (LG101506). (C) 2003 Elsevier Ltd. All rights reserved.