3-[3,5-di-tert-butyl-2-(3,3-difluoropropoxy)benzene]-2-formylthiophene | 606123-19-7

• 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: 3-[3,5-di-tert-butyl-2-(3,3-difluoropropoxy)benzene]-2-formylthiophene
• 英文别名: 3-[3,5-Ditert-butyl-2-(3,3-difluoropropoxy)phenyl]thiophene-2-carbaldehyde
• CAS: 606123-19-7
• 化学式: C₂₂H₂₈F₂O₂S
• 分子量: 394.526
• InChiKey: VRXWFVVUYCCKBT-UHFFFAOYSA-N

物化性质

• 沸点：
  441.9±45.0 °C(predicted)
• 密度：
  1.103±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[3,5-di-tert-butyl-2-(3,3-difluoropropoxy)benzene]-2-formylthiophene 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 、 正己烷 为溶剂， 反应 2.83h， 生成 (2E,4E)-5-{3-[3,5-Di-tert-butyl-2-(3,3-difluoro-propoxy)-phenyl]-thiophen-2-yl}-3-methyl-penta-2,4-dienoic acid
  参考文献：
  名称：

  Design, Synthesis, and Structure−Activity Relationship Studies of Novel 6,7-Locked-[7-(2-alkoxy-3,5-dialkylbenzene)-3-methylocta]-2,4,6-trienoic Acids

  摘要：

  Retinoid X receptor:peroxisome proliferative-activated receptor (RXR:PPAR) heterodimers play a critical role in the regulation of glucose (RXR/PPARy) and lipid metabolism (RXR/PPARalpha). Previously, we described a concise structure-activity relationship study of selective RXR modulators possessing a (2E,4E,6Z)-3-methyl-7-(3,5-dialkyl-6-Eilkoxyphenyl)-octa-2,4,6-trienoic acid scaffold. These studies were focused on the 2-position alkoxy side chain. We describe here the design and synthesis of a novel series of RXR selective modulators possessing the same aromatic core structure with the addition of a ring locked 6--7-Z-olefin on the trienoic acid moiety. The synthesis and structure- activity relationship studies of these 6,7-locked cyclopentenyl, phenyl, thienyl, furan, and pyridine-trienoic acid derivatives is presented herein.

  DOI：

  10.1021/jm020401k
• 作为产物：
  描述：

  2,4-二叔丁基苯酚 在 N-碘代丁二酰亚胺 、 四(三苯基膦)钯 、 Celite 、 四丁基氟化铵 、 sodium hydride 、 sodium carbonate 、 对甲苯磺酸 、 4,4'-二氨基二苯乙烯-2,2'-二磺酸 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 15.0h， 生成 3-[3,5-di-tert-butyl-2-(3,3-difluoropropoxy)benzene]-2-formylthiophene
  参考文献：
  名称：

  Design, Synthesis, and Structure−Activity Relationship Studies of Novel 6,7-Locked-[7-(2-alkoxy-3,5-dialkylbenzene)-3-methylocta]-2,4,6-trienoic Acids

  摘要：

  Retinoid X receptor:peroxisome proliferative-activated receptor (RXR:PPAR) heterodimers play a critical role in the regulation of glucose (RXR/PPARy) and lipid metabolism (RXR/PPARalpha). Previously, we described a concise structure-activity relationship study of selective RXR modulators possessing a (2E,4E,6Z)-3-methyl-7-(3,5-dialkyl-6-Eilkoxyphenyl)-octa-2,4,6-trienoic acid scaffold. These studies were focused on the 2-position alkoxy side chain. We describe here the design and synthesis of a novel series of RXR selective modulators possessing the same aromatic core structure with the addition of a ring locked 6--7-Z-olefin on the trienoic acid moiety. The synthesis and structure- activity relationship studies of these 6,7-locked cyclopentenyl, phenyl, thienyl, furan, and pyridine-trienoic acid derivatives is presented herein.

  DOI：

  10.1021/jm020401k