6-O-[(1R)-1-[6-(hexadecanoyloxymethyl)pyridin-2-yl]ethyl] 2-O-[(1S)-1-[6-(hydroxymethyl)pyridin-2-yl]ethyl] pyridine-2,6-dicarboxylate | 207735-45-3

• 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-O-[(1R)-1-[6-(hexadecanoyloxymethyl)pyridin-2-yl]ethyl] 2-O-[(1S)-1-[6-(hydroxymethyl)pyridin-2-yl]ethyl] pyridine-2,6-dicarboxylate
• CAS: 207735-45-3
• 化学式: C₃₉H₅₃N₃O₇
• 分子量: 675.866
• InChiKey: UIJTVXBUDUUTOK-XZWHSSHBSA-N

物化性质

• 沸点：
  758.057±55.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.129±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  49
• 可旋转键数：
  26
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6-O-[(1R)-1-[6-(hexadecanoyloxymethyl)pyridin-2-yl]ethyl] 2-O-[(1S)-1-[6-(hydroxymethyl)pyridin-2-yl]ethyl] pyridine-2,6-dicarboxylate 、 棕榈酰氯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以91%的产率得到2-O-[(1S)-1-[6-(hexadecanoyloxymethyl)pyridin-2-yl]ethyl] 6-O-[(1R)-1-[6-(hexadecanoyloxymethyl)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：

  (1S)-1-[6-[[tert-butyl(dimethyl)silyl]oxymethyl]pyridin-2-yl]ethanol 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