6-[2-(3-Bromo-pyridin-4-ylmethoxy)-5-(2-hydroxy-ethyl)-phenyl]-hex-5-ynoic acid methyl ester | 1071038-37-3

• 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: 6-[2-(3-Bromo-pyridin-4-ylmethoxy)-5-(2-hydroxy-ethyl)-phenyl]-hex-5-ynoic acid methyl ester
• 英文别名: methyl 6-[2-[(3-bromopyridin-4-yl)methoxy]-5-(2-hydroxyethyl)phenyl]hex-5-ynoate
• CAS: 1071038-37-3
• 化学式: C₂₁H₂₂BrNO₄
• 分子量: 432.314
• InChiKey: QOJVKLWEYSYNFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.65
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-[2-(3-Bromo-pyridin-4-ylmethoxy)-5-(2-hydroxy-ethyl)-phenyl]-hex-5-ynoic acid methyl ester 在 哌啶 、 palladium diacetate 、 甲酸 、 三(邻甲基苯基)磷 作用下， 以 乙腈 为溶剂， 以60%的产率得到5-[7-(2-Hydroxy-ethyl)-11H-10-oxa-3-aza-dibenzo[a,d]cyclohepten-(5Z)-ylidene]-pentanoic acid methyl ester
  参考文献：
  名称：

  The synthesis of a conformationally restrained, combined thromboxane antagonist / synthase inhibitor using an intramolecular ‘Stille’- or ‘Grigg’-palladium-catalysed cyclisation strategy

  摘要：

  The synthesis of the conformationally restrained analogues 15 and 20, of the combined thromboxane antagonist / synthase inhibitor GR85305, has been achieved using novel intramolecular 'Stille'- and/or 'Grigg'-palladium-catalysed cyclisation reactions. A novel free radical cyclisation leading to an eight-membered ring is also described

  DOI：

  10.1016/s0040-4039(00)61429-6
• 作为产物：
  描述：

  6-{5-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-hydroxy-phenyl}-hex-5-ynoic acid methyl ester 在 四丁基氟化铵 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 6-[2-(3-Bromo-pyridin-4-ylmethoxy)-5-(2-hydroxy-ethyl)-phenyl]-hex-5-ynoic acid methyl ester
  参考文献：
  名称：

  The synthesis of a conformationally restrained, combined thromboxane antagonist / synthase inhibitor using an intramolecular ‘Stille’- or ‘Grigg’-palladium-catalysed cyclisation strategy

  摘要：

  The synthesis of the conformationally restrained analogues 15 and 20, of the combined thromboxane antagonist / synthase inhibitor GR85305, has been achieved using novel intramolecular 'Stille'- and/or 'Grigg'-palladium-catalysed cyclisation reactions. A novel free radical cyclisation leading to an eight-membered ring is also described

  DOI：

  10.1016/s0040-4039(00)61429-6