N-[6-(3-hydroxy-3-methyl-1-butynyl)-2-pyridyl]-3-n-octoxybenzamide | 251640-56-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[6-(3-hydroxy-3-methyl-1-butynyl)-2-pyridyl]-3-n-octoxybenzamide
• 英文别名: N-[6-(3-hydroxy-3-methylbut-1-ynyl)pyridin-2-yl]-3-octoxybenzamide
• CAS: 251640-56-9
• 化学式: C₂₅H₃₂N₂O₃
• 分子量: 408.541
• InChiKey: LBLQIGVCGCVELB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  71.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[6-(3-hydroxy-3-methyl-1-butynyl)-2-pyridyl]-3-n-octoxybenzamide 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 0.67h， 以88%的产率得到N-(6-ethynyl-2-pyridyl)-3-n-octoxybenzamide
  参考文献：
  名称：

  Glucopyranoside Recognition by Polypyridine-Macrocyclic Receptors Possessing a Wide Cavity with a Flexible Linkage

  摘要：

  New polypyridine-macrocyclic receptors for glucopyranosides were designed and synthesized. The artificial receptors possess a terpyridine skeleton asa hydrogen-bonding site and a flexible polyoxyethylene chain as a bridge for the macrocyclic structure, in which the cavity of the receptors is large enough to incorporate pyranosides, The receptors showed high affinities for n-octyl beta-(D)-glucopyranoside, and selective binding of the receptors was observed between epimeric pyranosides. The results obtained in this paper demonstrated versatility of the terpyridine skeleton as a hydrogen-bonding site for saccharides.

  DOI：

  10.1021/jo9911138
• 作为产物：
  描述：

  3-羟基苯甲酸正丁酯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 氢氧化钾 、 2-氯-1-甲基吡啶碘化物 、 potassium carbonate 、 二乙胺 、 三乙胺 作用下， 以 乙醇 、 丙酮 、 乙腈 为溶剂， 反应 37.5h， 生成 N-[6-(3-hydroxy-3-methyl-1-butynyl)-2-pyridyl]-3-n-octoxybenzamide
  参考文献：
  名称：

  Glucopyranoside Recognition by Polypyridine-Macrocyclic Receptors Possessing a Wide Cavity with a Flexible Linkage

  摘要：

  New polypyridine-macrocyclic receptors for glucopyranosides were designed and synthesized. The artificial receptors possess a terpyridine skeleton asa hydrogen-bonding site and a flexible polyoxyethylene chain as a bridge for the macrocyclic structure, in which the cavity of the receptors is large enough to incorporate pyranosides, The receptors showed high affinities for n-octyl beta-(D)-glucopyranoside, and selective binding of the receptors was observed between epimeric pyranosides. The results obtained in this paper demonstrated versatility of the terpyridine skeleton as a hydrogen-bonding site for saccharides.

  DOI：

  10.1021/jo9911138

文献信息

• Glucopyranoside Recognition by Polypyridine-Macrocyclic Receptors Possessing a Wide Cavity with a Flexible Linkage
  作者：Masahiko Inouye、Junya Chiba、Hiroyuki Nakazumi

  DOI：10.1021/jo9911138

  日期：1999.10.1

  New polypyridine-macrocyclic receptors for glucopyranosides were designed and synthesized. The artificial receptors possess a terpyridine skeleton asa hydrogen-bonding site and a flexible polyoxyethylene chain as a bridge for the macrocyclic structure, in which the cavity of the receptors is large enough to incorporate pyranosides, The receptors showed high affinities for n-octyl beta-(D)-glucopyranoside, and selective binding of the receptors was observed between epimeric pyranosides. The results obtained in this paper demonstrated versatility of the terpyridine skeleton as a hydrogen-bonding site for saccharides.