[6-[(1R)-1-hydroxyethyl]pyridin-2-yl]methyl hexadecanoate | 207735-29-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [6-[(1R)-1-hydroxyethyl]pyridin-2-yl]methyl hexadecanoate
• CAS: 207735-29-3
• 化学式: C₂₄H₄₁NO₃
• 分子量: 391.594
• InChiKey: YAOJDKGLWCSZEU-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  28
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [6-[(1R)-1-hydroxyethyl]pyridin-2-yl]methyl hexadecanoate 在 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.17h， 生成 6-O-[(1R)-1-[6-(hexadecanoyloxymethyl)pyridin-2-yl]ethyl] 2-O-[(1S)-1-[6-(hydroxymethyl)pyridin-2-yl]ethyl] pyridine-2,6-dicarboxylate
  参考文献：
  名称：

  Ag⁺-Specific Pyridine Podands:  Effects of Ligand Geometry and Stereochemically Controlled Substitution on Cation Complexation and Transport Functions

  摘要：

  A new series of acyclic podands was designed so that three pyridine moieties cooperatively bind a guest Ag(+). Liquid-Liquid extraction, NMR binding, and computer calculation experiments reveal that podands with three pyridine donors in a proper geometry exhibit a perfect Ag(+) specificity. They selectively extracted Ag+ in the presence of equimolar Pb(2+), CU(2+), Ni(2+), Co(2+), and Zn(2+). Introduction of two chiral centers close to the pyridine binding sites surprisingly influences the Ag(+)-binding ability of the podand. Fourteen new pyridine podands were evaluated as carriers in a liquid membrane transport system. A combination of ligand geometry and stereocontrolled substitution provides excellent Ag(+)-specific transport.

  DOI：

  10.1021/jo9721148
• 作为产物：
  描述：

  (R)-1-(6-Hydroxymethyl-pyridin-2-yl)-ethanol 、 棕榈酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 [6-[(1R)-1-hydroxyethyl]pyridin-2-yl]methyl hexadecanoate
  参考文献：
  名称：

  Ag⁺-Specific Pyridine Podands:  Effects of Ligand Geometry and Stereochemically Controlled Substitution on Cation Complexation and Transport Functions

  摘要：

  A new series of acyclic podands was designed so that three pyridine moieties cooperatively bind a guest Ag(+). Liquid-Liquid extraction, NMR binding, and computer calculation experiments reveal that podands with three pyridine donors in a proper geometry exhibit a perfect Ag(+) specificity. They selectively extracted Ag+ in the presence of equimolar Pb(2+), CU(2+), Ni(2+), Co(2+), and Zn(2+). Introduction of two chiral centers close to the pyridine binding sites surprisingly influences the Ag(+)-binding ability of the podand. Fourteen new pyridine podands were evaluated as carriers in a liquid membrane transport system. A combination of ligand geometry and stereocontrolled substitution provides excellent Ag(+)-specific transport.

  DOI：

  10.1021/jo9721148