4-(2,6-di-n-octamidopyridyl) trifluoromethanesulfonate | 258531-31-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 4-(2,6-di-n-octamidopyridyl) trifluoromethanesulfonate
• 英文别名: [2,6-bis(octanoylamino)pyridin-4-yl] trifluoromethanesulfonate
• CAS: 258531-31-6
• 化学式: C₂₂H₃₄F₃N₃O₅S
• 分子量: 509.59
• InChiKey: JRUJHOIQSOKRFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  34
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-(2,6-di-n-octamidopyridyl) trifluoromethanesulfonate 在 bis-triphenylphosphine-palladium(II) chloride 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 2,6-di-n-octamido-4-ethynylpyridine
  参考文献：
  名称：

  Ferrocene-Modified Artificial Ditopic Nucleobase Receptors Capable of Serving Both Hydrogen-Bonding and π-Stacking Interactions

  摘要：

  Ferrocene-modified artificial ditopic nucleobase receptors were designed and synthesized. The ditopic receptors possess two hydrogen-bonding and one pi-stacking interaction sites that act simultaneously for the binding to 1-butylthymine utilizing the pivot character of the ferrocene skeleton. Diamidopyridine was chosen for the hydrogen-bonding moiety, and 2,7-disubstituted pyrene was used for pi-stacking one. The ditopic receptors bound 1-butylthymine, and the stoichiometry for the complexation was found to be 1:2 in CDCl3. In the H-1 NMR spectrum of the mixture for the receptors and 1-butylthymine, large downfield shifts of the NH protons on both diamidopyridine and 1-butylthymine revealed the complementary hydrogen bonds between them, while upfield shifts were observed for CH protons of the pyrene and the thymine nuclei reflecting from the close approach of the bound 1-butylthymine to the pyrene. Binding affinities of the ditopic receptors for 1-butylthymine were discussed on the basis of the total association constants.

  DOI：

  10.1021/jo990716g
• 作为产物：
  描述：

  4-allyloxy-2,6-di-n-octamidopyridine 在 吡啶 、 三乙烯二胺 、 Wilkinson's catalyst 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 18.0h， 生成 4-(2,6-di-n-octamidopyridyl) trifluoromethanesulfonate
  参考文献：
  名称：

  Ferrocene-Modified Artificial Ditopic Nucleobase Receptors Capable of Serving Both Hydrogen-Bonding and π-Stacking Interactions

  摘要：

  Ferrocene-modified artificial ditopic nucleobase receptors were designed and synthesized. The ditopic receptors possess two hydrogen-bonding and one pi-stacking interaction sites that act simultaneously for the binding to 1-butylthymine utilizing the pivot character of the ferrocene skeleton. Diamidopyridine was chosen for the hydrogen-bonding moiety, and 2,7-disubstituted pyrene was used for pi-stacking one. The ditopic receptors bound 1-butylthymine, and the stoichiometry for the complexation was found to be 1:2 in CDCl3. In the H-1 NMR spectrum of the mixture for the receptors and 1-butylthymine, large downfield shifts of the NH protons on both diamidopyridine and 1-butylthymine revealed the complementary hydrogen bonds between them, while upfield shifts were observed for CH protons of the pyrene and the thymine nuclei reflecting from the close approach of the bound 1-butylthymine to the pyrene. Binding affinities of the ditopic receptors for 1-butylthymine were discussed on the basis of the total association constants.

  DOI：

  10.1021/jo990716g