(2R,3R,4R,5R)-2-[(2R)-3-(2,6-dimethylphenoxy)-2-hydroxypropyl]-5-(hydroxymethyl)pyrrolidine-3,4-diol | 1386987-73-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2R,3R,4R,5R)-2-[(2R)-3-(2,6-dimethylphenoxy)-2-hydroxypropyl]-5-(hydroxymethyl)pyrrolidine-3,4-diol
• CAS: 1386987-73-0
• 化学式: C₁₆H₂₅NO₅
• 分子量: 311.378
• InChiKey: XUPLIUIMAKBDNY-KJWHEZOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  102
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  烯丙基2,6-二甲基苯基醚 在 盐酸 、 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 39.0h， 生成 (2R,3R,4R,5R)-2-[(2R)-3-(2,6-dimethylphenoxy)-2-hydroxypropyl]-5-(hydroxymethyl)pyrrolidine-3,4-diol
  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.