4,4'-(tridec-2-ylidene)bis(dihydrocinnamic acid) | 220616-62-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4,4'-(tridec-2-ylidene)bis(dihydrocinnamic acid)
• CAS: 220616-62-6
• 化学式: C₃₁H₄₄O₄
• 分子量: 480.688
• InChiKey: BTUOLIZRFLOJOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.95
• 重原子数：
  35.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,6-bis<(6-aminopyrid-2-yl)ethynyl>-4-(methoxymethoxy)pyridine 、 4,4'-(tridec-2-ylidene)bis(dihydrocinnamic acid) 在 2-氯-1-甲基吡啶碘化物 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以7%的产率得到
  参考文献：
  名称：

  Remarkably Strong, Uncharged Hydrogen-Bonding Interactions of Polypyridine-Macrocyclic Receptors for Deoxyribofuranosides

  摘要：

  Novel macrocyclic saccharide receptors that possess a pyridine-pyridone-pyridine arrangement as a hydrogen-bonding motif are presented. The artificial receptors exhibited a remarkably strong binding affinity for deoxyribofuranoside derivatives in CDCl3 (K-a = 19 000 M-1 -Delta G(298) = 24.4 kJ/mol), one of the highest values of artificial receptors having only uncharged hydrogen-bonding sites for monosaccharide derivatives. Selective extraction of deoxyribose by the receptors was also observed; the extractabilities,;or affinities to the receptors of various pentoses and hexoses, decreased in the following order: deoxyribose > lyxose congruent to ribose > arabinose congruent to fructose congruent to xylose > glucose > mannose > galactose.

  DOI：

  10.1021/ja983539u
• 作为产物：
  描述：

  4,4'-(tridec-2-ylidene)diphenol 在 palladium on activated charcoal 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 氢氧化钾 、 氢气 、 三乙胺 、 lithium chloride 作用下， 以 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 25.0~75.0 ℃ 、4.05 MPa 条件下， 反应 51.0h， 生成 4,4'-(tridec-2-ylidene)bis(dihydrocinnamic acid)
  参考文献：
  名称：

  Remarkably Strong, Uncharged Hydrogen-Bonding Interactions of Polypyridine-Macrocyclic Receptors for Deoxyribofuranosides

  摘要：

  Novel macrocyclic saccharide receptors that possess a pyridine-pyridone-pyridine arrangement as a hydrogen-bonding motif are presented. The artificial receptors exhibited a remarkably strong binding affinity for deoxyribofuranoside derivatives in CDCl3 (K-a = 19 000 M-1 -Delta G(298) = 24.4 kJ/mol), one of the highest values of artificial receptors having only uncharged hydrogen-bonding sites for monosaccharide derivatives. Selective extraction of deoxyribose by the receptors was also observed; the extractabilities,;or affinities to the receptors of various pentoses and hexoses, decreased in the following order: deoxyribose > lyxose congruent to ribose > arabinose congruent to fructose congruent to xylose > glucose > mannose > galactose.

  DOI：

  10.1021/ja983539u