4-(tetrahydro-2-pyranoxy)-2,6-pyridinedimethanol | 98828-63-8

• 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: 4-(tetrahydro-2-pyranoxy)-2,6-pyridinedimethanol
• 英文别名: [6-(Hydroxymethyl)-4-(oxan-2-yloxy)pyridin-2-yl]methanol
• CAS: 98828-63-8
• 化学式: C₁₂H₁₇NO₄
• 分子量: 239.271
• InChiKey: HECYGZLMZDXFBA-UHFFFAOYSA-N

物化性质

• 沸点：
  441.1±45.0 °C(Predicted)
• 密度：
  1.273±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  71.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(tetrahydro-2-pyranoxy)-2,6-pyridinedimethanol 在 氢氧化钾 、 sodium hydride 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 168086.17h， 生成 (4S,14S)-(+)-19-(3-hydroxypropyloxy)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1(21),17,19-triene
  参考文献：
  名称：

  Chromatographic enantioseparation of racemic α-(1-naphthyl)ethylammonium perchlorate by a Merrifield resin-bound enantiomerically pure chiral dimethylpyridino-18-crown-6 ligand

  摘要：

  Three novel chiral pyridino-18-crown-6 ligands (S,S)-1, (S,S)-2 and (S,S)-3 were prepared and (S,S)-1 was attached to a Merrifield resin. The resulting adsorbent (S,S)-5 was used as a chiral stationary phase in the chromatographic enantioseparation of racemic alpha-(1 -naphthyl)ethylammonium perchlorate. Also, a new chiral pyridono-18-crown-6 ligand (S,S)-6, used for the synthesis of (S,S)-1 and (S,S)-2, was prepared in two different ways. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00515-7
• 作为产物：
  描述：

  4-氧代-1,4-二氢-2,6-吡啶二甲酸 在 sodium tetrahydroborate 、 硫酸 、 4-甲基苯磺酸吡啶 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 4-(tetrahydro-2-pyranoxy)-2,6-pyridinedimethanol
  参考文献：
  名称：

  新的质子可电离的大环配体。两种含4-羟基吡啶单元的氮杂冠醚的合成，碱性，反应和结构

  摘要：

  制备了两种含有4-羟基吡啶单元的新的反应性氮杂冠氮醚（1）和（2），发现它们在水合物结构的H 2 L +的p K（H 2 O）值方面不同。HL，并与苄胺和苄基铵离子形成络合物。

  DOI：

  10.1039/c39850000749

文献信息

• Facile Access to the 12-Membered Macrocyclic Ligand PCTA and Its Derivatives with Carboxylate, Amide, and Phosphinate Ligating Functionalities
  作者：Morgane Enel、Nadine Leygue、Nathalie Saffon、Chantal Galaup、Claude Picard

  DOI：10.1002/ejoc.201800066

  日期：2018.4.23

  convenient and efficient alternative to the classical Richman–Atkins methodology for obtaining PCTA and new derivatives is reported. The key macrocyclization step occurs in good yields as a result of a sodium template effect. The potentiality of lanthanide(III) complexes derived from these new PCTA ligands to act as paramagnetic contrastophores or luminophores is reported.

  据报道，它是传统的Richman-Atkins方法获得PCTA和新衍生物的一种便捷有效的替代方法。由于钠模板效应，关键的大环化步骤以高收率发生。据报道，衍生自这些新的PCTA配体的镧系元素（III）可能用作顺磁性造影剂或发光体。
• Proton-ionizable crown compounds.<b>9</b>. Synthesis and structural studies of new 14-crown-4 compounds containing a pyridine or 4-pyridone subcyclic unit
  作者：Jerald S. Bradshaw、John M. Guynn、Steven G. Wood、Bruce E. Wilson、N. Kent Dalley、Reed M. Izatt

  DOI：10.1002/jhet.5570240222

  日期：1987.3

  Four new 14-crown-4 macrocyclic ligands containing either a pyridine or a 4-pyridone subcyclic unit have been prepared. Two of the 4-pyridono-crowns contained lipophilic hydrocarbon substituents. The starting octyl- and benzyl-substituted 4-oxa-1,7-heptanediols were prepared from the 2-octyl- or 2-benzyl-1,3-propane-diol. When the two substituted 4-oxa-1,7-heptanediols were treated with tosyl chloride

  已经制备了四个新的含有吡啶或4-吡啶酮亚环单元的14-冠-4大环配体。4-吡啶酮-冠中的两个含有亲脂性烃取代基。由2-辛基或2-苄基-1，3-丙二醇制备起始的辛基和苄基取代的4-氧杂-1，7-庚二醇。当用甲苯磺酰氯处理两个取代的4-氧杂-1,7-庚二醇时，分离出了预期的2-取代的4-氧杂庚烷-1,7-二甲苯磺酸酯和二聚二醇的二甲苯磺酸酯。对两种新的14冠4化合物进行了X射线结构测定。
• A new Efficient Method for the Preparation of 2,6-Pyridinedihiethyl Ditosylates from Dimethyl 2,60-Pyridinedicarboxylates
  作者：György Howáth、Cristian Rusa、Zoltán Köntös、János Gerencsér、Péter Huszthy

  DOI：10.1080/00397919908086011

  日期：1999.11

  report here an efficient method for the preparation of 2,6-pyridinedimethyl ditosylate and four of its 4-substituted derivatives, two of them have not been reported in the literature. We also describe here a modification of the reported synthesis for chelidonic and chelidamic acids with improved yields and higher purity.

  摘要 我们在此报告了一种制备 2,6-吡啶二甲基二甲苯磺酸酯及其四种 4-取代衍生物的有效方法，其中两种尚未在文献中报道。我们还在这里描述了对已报道的螯合酸和螯合酸合成的改进，具有更高的产率和更高的纯度。
• New proton-ionizable macrocyclic ligands. Synthesis, basicity, reactions, and structures of two aza crown ethers containing the 4-hydroxypyridine unit
  作者：Yohji Nakatsuji、Jerald S. Bradshaw、Pui-Kwan Tse、Giuseppi Arena、Bruce E. Wilson、N. Kent Dalley、Reed M. Izatt

  DOI：10.1039/c39850000749

  日期：——

  Two new reactive aza crown ethers, (1) and (2), containing the 4-hydroxypyridine unit have been prepared and found to be different with respect to pK(H2O) values for H2L+, structures of the hydrates of HL, and complex formation with benzylamine and the benzylammonium ion.

  制备了两种含有4-羟基吡啶单元的新的反应性氮杂冠氮醚（1）和（2），发现它们在水合物结构的H 2 L +的p K（H 2 O）值方面不同。HL，并与苄胺和苄基铵离子形成络合物。
• Proton ionizable macrocyclic compounds and selective competitive separation of desirable metal ions from mixtures thereof with other ions
  申请人：Bradshaw, Jerald S.

  公开号：EP0294528A2

  公开（公告）日：1988-12-14

  The invention has composition of matter and process aspects. The composition of matter aspect relates to compounds selected from the class consisting of and The process aspect involves the use of these compounds to complex with and separate a desired selected ion from a multiple ion solution, breaking the complex to free the desired ion and recovering the freed desired ion. This process can be carried out in these ways: (A) as ligands in a liquid membrane phase for selectively and competitively separating desired metal ions from mixtures with other ions in a separate source phase and transporting these ions to a separate receiving phase, with both of which the liquid membrane phase is in interfacial contact long enough to effect substantial removal of the desired ions from the source phase and transporting them to the receiving phase from which they are recovered, (B) as covalently bonded to silica gel supported in a column through which the multiple ion solution is first flowed, followed by receiving liquid, and (C) as ligand in an organic liquid filling pores or apertures in the wall of a hollow fiber in a bundle of hollow fibers on opposite sides of which flow the multiple ion solution and the receiving liquid.

  本发明包括物质组成和工艺两个方面。物质组成方面涉及选自以下类别的化合物 和 工艺方面涉及使用这些化合物与多离子溶液中的所选离子络合和分离，破坏络合物以游离所选离子，并回收游离出的所选离子。这一过程可以通过以下方式进行：(A) 作为液膜相中的配体，选择性地、竞争性地将所需金属离子从与其他离子的混合物中分离出来，并将这些离子输送到一个单独的接收相中，液膜相与这两个接收相的界面接触时间足够长，从而将所需离子从源相中大量分离出来，并输送到接收相中回收、(C) 作为有机液体中的配体，填充在中空纤维束壁的孔隙中，中空纤维束的两侧分别流淌着多离子溶液和接收液。