diethyl 4-[(4-ethenylbenzyl)oxy]pyridine-2,6-dicarboxylate | 1245503-96-1

• 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: diethyl 4-[(4-ethenylbenzyl)oxy]pyridine-2,6-dicarboxylate
• 英文别名: diethyl 4-(p'-vinylbenzyloxy)pyridine-2,6-dicarboxylate
• CAS: 1245503-96-1
• 化学式: C₂₀H₂₁NO₅
• 分子量: 355.39
• InChiKey: YTTGDZUPJLWNQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.72
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  diethyl 4-[(4-ethenylbenzyl)oxy]pyridine-2,6-dicarboxylate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 14.0h， 以88%的产率得到{4-[(4-ethenylbenzyl)oxy]pyridine-2,6-diyl}dimethanol
  参考文献：
  名称：

  Optically active macrocyclic hexaazapyridinophanes decorated at the periphery: synthesis and applications in the NMR enantiodiscrimination of carboxylic acids

  摘要：

  A family of pyridine based dialdehydes has been efficiently prepared starting from chelidamic acid by chemical modification of its 4-hydroxyl group. The condensation of these dialdehydes with commercially available (1R,2R)-(-)-cyclohexane-1,2-diamine in the presence of Ba2+ template led, after the in situ reduction, to the synthesis of a family of enantiopure hexaazapyridinophanes substituted at the periphery. These new receptors have been used as chiral shift agents towards different carboxylic acids. Good splitting of the carboxylic acid NMR signals (up to Delta Delta delta=0.13 ppm) were observed using substoichiometrical amount of the receptor. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.009
• 作为产物：
  描述：

  4-羟基-2,6-吡啶二羧酸二乙酯 、 4-氯甲基苯乙烯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 14.0h， 以95%的产率得到diethyl 4-[(4-ethenylbenzyl)oxy]pyridine-2,6-dicarboxylate
  参考文献：
  名称：

  Optically active macrocyclic hexaazapyridinophanes decorated at the periphery: synthesis and applications in the NMR enantiodiscrimination of carboxylic acids

  摘要：

  A family of pyridine based dialdehydes has been efficiently prepared starting from chelidamic acid by chemical modification of its 4-hydroxyl group. The condensation of these dialdehydes with commercially available (1R,2R)-(-)-cyclohexane-1,2-diamine in the presence of Ba2+ template led, after the in situ reduction, to the synthesis of a family of enantiopure hexaazapyridinophanes substituted at the periphery. These new receptors have been used as chiral shift agents towards different carboxylic acids. Good splitting of the carboxylic acid NMR signals (up to Delta Delta delta=0.13 ppm) were observed using substoichiometrical amount of the receptor. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.009

文献信息

• Chelidamic acid derivatives: Precursors to functionalized pyridyl cryptands & functionalized metal ligands
  作者：Harry W. Gibson、Terry L. Price、Adam M.-P. Pederson、Zhenbin Niu、Pothanagandhi Nellipalli

  DOI：10.1016/j.tet.2021.132333

  日期：2021.8

  materials, functionalization is required; in this article we describe syntheses of 23 new chelidamic acid (2,6-dicarboxy-4-hydroxypyridine, 5) derivatives that can be used to prepare functional pyridyl cryptands and functional metal ligands. The preparation and characterization of three new functionalized pyridyl cryptands are also included.

  吡啶基穴状配体，如12 - 16从吡啶-2,6-二羰基氯（形成4）和冠醚二醇7 - 11，已被证明是优异的紫精主机（N，N' -二烷基-4,4' -联吡啶鎓盐，2 ) K a值为~10 4至10 6  M -1，因此被认为是超分子系统的理想构件。然而，为了将这些宿主基序整合到有用的起始材料中，需要进行功能化；在本文中，我们描述了 23 种新螯合胺酸（2,6-二羧基-4-羟基吡啶，5 ) 可用于制备功能性吡啶基穴状配体和功能性金属配体的衍生物。还包括三个新的功能化吡啶基穴状配体的制备和表征。