3-(benzyloxy)-1-[2-(2-iodoethoxy)ethyl]-2(1H)-pyridinone | 238420-42-3

• 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: 3-(benzyloxy)-1-[2-(2-iodoethoxy)ethyl]-2(1H)-pyridinone
• 英文别名: 3-(benzyloxy)-1-(2-(2-iodoethoxy)ethyl)pyridin-2(1H)-one；1-[2-(2-iodoethoxy)ethyl]-3-phenylmethoxypyridin-2-one
• CAS: 238420-42-3
• 化学式: C₁₆H₁₈INO₃
• 分子量: 399.228
• InChiKey: RDMHSNYWSXVSTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(benzyloxy)-1-[2-(2-iodoethoxy)ethyl]-2(1H)-pyridinone 在 caesium carbonate 、 lithium hydroxide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 40.0h， 生成
  参考文献：
  名称：

  Synthetic approaches to mixed ligand chelators on tert-butylphenol–formaldehyde oligomer (PFO) platforms

  摘要：

  Synthetic approaches to mixed ligand chelators on readily available tert-butylphenol-formaldehyde oligomer, PFO, scaffolds were examined. In a promising approach, tris and tetraphenol oligomers were selectively mono or di protected using tert-butyldiphenyl silyl chloride. The utility of these protected intermediates to prepare representative mixed PFO chelators, carrying ligands such as hydroxamic acid, 3,2-hydroxypyridinones, and others was then demonstrated. The introduction of the ligand tethers onto the phenolic scaffold can be done sequentially under relatively mild conditions that tolerate the presence of other sensitive ligand groups. The differential reactivity of the disilyl derivative 20b, allowed stepwise introduction of two different ligands on the internal phenolic positions. This enabled the introduction of three different ligand groups of choice onto the tetraphenol platform. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.032
• 作为产物：
  描述：

  3-(benzyloxy)-1-[2-(2-methanesulfonyloxyethoxy)ethyl]-2(1H)-pyridinone 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 26.0h， 以92%的产率得到3-(benzyloxy)-1-[2-(2-iodoethoxy)ethyl]-2(1H)-pyridinone
  参考文献：
  名称：

  Synthesis of 3-Hydroxy-2-pyridinone Derivatives of 4-tert-Butylcalix[4]arenes:  A New Class of Selective Extractants of Actinide(IV) Ions

  摘要：

  DOI：

  10.1021/jo990387s

文献信息

• Reactions of <i>N</i>-Benzyloxycarbamate Derivatives with Stabilized Carbon Nucleophiles: A New Synthetic Approach to Polyhydroxamic Acids and Other Hydroxamate-Containing Mixed Ligand Systems
  作者：Yuan Liu、Hollie K. Jacobs、Aravamudan S. Gopalan

  DOI：10.1021/jo802410u

  日期：2009.1.16

  of stabilized carbon nucleophiles to give functionalized protected hydroxamic acids, 3, in good to excellent yields. The O-protected hydroxamate intermediates 3 can be further alkylated with halides to access a variety of potential metal binding hosts. The usefulness of this methodology has been demonstrated by the synthesis of a novel trihydroxamic acid 6, mixed ligand systems 9 and 12, and the macrocyclic

  异羟肟酸是一类重要的硬金属离子（如 Fe(III)）螯合剂，已在治疗、诊断和分离化学中得到应用。因此，它们的制备和掺入各种基质的方法很重要。已经开发了一种使用容易获得的N-苄氧基氨基甲酸乙酯1来制备异羟肟酸的新策略。Ñ的烷基化1易于发生，得到ñ -烷基- ñ -苄氧基氨基甲酸盐，2，其与各种稳定碳亲核试剂，得到受保护的官能化异羟肟酸，发生反应3，以良好至优异的产量。这O-保护的异羟肟酸酯中间体3可以用卤化物进一步烷基化，以获得各种潜在的金属结合主体。这种方法的有效性已通过新型三异羟肟酸6、混合配体系统9和12以及大环二异羟肟酸16的合成得到证明。