methyl 4-(5-methoxymethyl-1,2,4-oxadiazol-3-yl)benzoate | 1010456-48-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 4-(5-methoxymethyl-1,2,4-oxadiazol-3-yl)benzoate
• 英文别名: Methyl 4-[5-(methoxymethyl)-1,2,4-oxadiazol-3-yl]benzoate；methyl 4-[5-(methoxymethyl)-1,2,4-oxadiazol-3-yl]benzoate
• CAS: 1010456-48-0
• 化学式: C₁₂H₁₂N₂O₄
• 分子量: 248.238
• InChiKey: QSAYCMLROLAWDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4-(5-methoxymethyl-1,2,4-oxadiazol-3-yl)benzoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以71.4%的产率得到4-{5-[(methyloxy)methyl]-1,2,4-oxadiazol-3-yl}benzoic acid
  参考文献：
  名称：

  Design, synthesis and evaluation of trifluoromethane sulfonamide derivatives as new potent and selective peroxisome proliferator-activated receptor α agonists

  摘要：

  Starting from the structure of 5, a two-step strategy was applied to identify a new generation of trifluoromethane sulfonamides as potent PPAR alpha agonists. Synthesis, in vitro and in vivo evaluation of the most potent compound are reported. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.053
• 作为产物：
  描述：

  、 甲氧基乙酰氯 在 吡啶 作用下， 反应 4.0h， 以4.8 g的产率得到methyl 4-(5-methoxymethyl-1,2,4-oxadiazol-3-yl)benzoate
  参考文献：
  名称：

  Design, synthesis and evaluation of trifluoromethane sulfonamide derivatives as new potent and selective peroxisome proliferator-activated receptor α agonists

  摘要：

  Starting from the structure of 5, a two-step strategy was applied to identify a new generation of trifluoromethane sulfonamides as potent PPAR alpha agonists. Synthesis, in vitro and in vivo evaluation of the most potent compound are reported. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.053

文献信息

• Synthesis of 3,5-disubstituted 1,2,4-oxadiazoles using ionic liquid-phase organic synthesis (IoLiPOS) methodology
  作者：Laetitia Duchet、Jean Christophe Legeay、Daniel Carrié、Ludovic Paquin、Jean Jacques Vanden Eynde、Jean Pierre Bazureau

  DOI：10.1016/j.tet.2009.11.079

  日期：2010.1

  New 3,5-disubstituted 1,2,4-oxadiazoles were synthesized in five steps by ionic liquid-phase organic synthesis (IoLiPOS) methodology. The strategy involved the preparation of amidoxime from the ionic liquid-phase bound arylnitrile. Addition of various carboxylic acid to the amidoxime produced the expected 3,5-disubstituted 1,2,4-oxadiazoles via the stable O-acyl amidoxime intermediate grafted on the

  通过离子液相有机合成（IoLiPOS）方法分五个步骤合成了新的3,5-二取代的1,2,4-恶二唑。该策略涉及从离子型液相键合的芳腈制备of胺肟。通过在离子液相上接枝的稳定的O-酰基a胺肟中间体，将各种羧酸加到various胺肟中产生了预期的3,5-二取代的1,2,4-恶二唑。1,2,4-恶二唑很容易在温和的反应条件下以高纯度，高收率通过酯交换反应裂解。通过常规光谱分析（1 H，13 C NMR和HRMS）验证每个步骤中中间体的结构。