(2S,3aS,4S,5S)-2-[(2,6-dimethylphenoxy)methyl]-4,5-bis[(2-methylpropan-2-yl)oxy]-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b][1,2]oxazole | 1386987-65-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2S,3aS,4S,5S)-2-[(2,6-dimethylphenoxy)methyl]-4,5-bis[(2-methylpropan-2-yl)oxy]-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b][1,2]oxazole
• CAS: 1386987-65-0
• 化学式: C₂₃H₃₇NO₄
• 分子量: 391.551
• InChiKey: XUXQZNUJCAMLRI-IWFBPKFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  40.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-二甲基苯酚 在 potassium carbonate 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 87.0h， 生成 (2S,3aS,4S,5S)-2-[(2,6-dimethylphenoxy)methyl]-4,5-bis[(2-methylpropan-2-yl)oxy]-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b][1,2]oxazole
  参考文献：
  名称：

  Building Multivalent Iminosugar-Based Ligands on Calixarene Cores via Nitrone Cycloadditions

  摘要：

  A novel and challenging approach for the construction of multivalent iminosugar architectures directly on calixarene scaffolds is presented, which exploits multiple cycloaddition reactions of a carbohydrate-derived nitrone on diversely functionalized calix[4]arenes. Regardless of the 4-fold reiteration on a single calixarene, the reactions take place with high regio- and stereoselectivity, demonstrating this method as an appealing one for the synthesis of calixarene-based neoglycoconjugates.

  DOI：

  10.1021/jo301155p

文献信息

• Building Multivalent Iminosugar-Based Ligands on Calixarene Cores via Nitrone Cycloadditions
  作者：Francesca Cardona、Giovanni Isoldi、Francesco Sansone、Alessandro Casnati、Andrea Goti

  DOI：10.1021/jo301155p

  日期：2012.8.17

  A novel and challenging approach for the construction of multivalent iminosugar architectures directly on calixarene scaffolds is presented, which exploits multiple cycloaddition reactions of a carbohydrate-derived nitrone on diversely functionalized calix[4]arenes. Regardless of the 4-fold reiteration on a single calixarene, the reactions take place with high regio- and stereoselectivity, demonstrating this method as an appealing one for the synthesis of calixarene-based neoglycoconjugates.