N-(6-ethynyl-2-pyridyl)-4-(methoxymethoxy)benzamide | 251640-59-2

• 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-ethynyl-2-pyridyl)-4-(methoxymethoxy)benzamide
• 英文别名: N-(6-ethynylpyridin-2-yl)-4-(methoxymethoxy)benzamide
• CAS: 251640-59-2
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: AZHKQYOEZNFUJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(6-ethynyl-2-pyridyl)-4-(methoxymethoxy)benzamide 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 18-冠醚-6 、 D(+)-10-樟脑磺酸 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 异丙醇 、 丙酮 为溶剂， 反应 80.0h， 生成 29,32,35,38,41-Pentaoxa-3,23,49,50,51-pentazahexacyclo[40.2.2.225,28.14,8.111,15.118,22]henpentaconta-1(45),4,6,8(51),11(50),12,14,18(49),19,21,25,27,42(46),43,47-pentadecaen-9,16-diyne-2,24-dione
  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：

  2-氨基-6-溴吡啶 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 三氯溴甲烷 、 sodium hydride 、 二乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 6.17h， 生成 N-(6-ethynyl-2-pyridyl)-4-(methoxymethoxy)benzamide
  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