5,17-bis({(2S,3aR,4R,5R,6R)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]-hexahydropyrrolo[1,2-b]isoxazol-2-yl}methyl)-25,26,27,28-tetrapropoxy-calix[4]arene | 1386987-70-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,17-bis({(2S,3aR,4R,5R,6R)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]-hexahydropyrrolo[1,2-b]isoxazol-2-yl}methyl)-25,26,27,28-tetrapropoxy-calix[4]arene
• 英文别名: (2S,3aR,4R,5R,6R)-2-[[17-[[(2S,3aR,4R,5R,6R)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b][1,2]oxazol-2-yl]methyl]-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]methyl]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b][1,2]oxazole
• CAS: 1386987-70-7
• 化学式: C₉₈H₁₁₀N₂O₁₂
• 分子量: 1507.96
• InChiKey: UVCQMTNNTODSQT-PWPWNPKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.4
• 重原子数：
  112
• 可旋转键数：
  36
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  5,17-bis({(2S,3aR,4R,5R,6R)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]-hexahydropyrrolo[1,2-b]isoxazol-2-yl}methyl)-25,26,27,28-tetrapropoxy-calix[4]arene 在 溶剂黄146 、 锌 作用下， 以 水 为溶剂， 反应 2.0h， 以86%的产率得到
  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
• 作为产物：
  描述：

  5,17-diallyl-25,26,27,28-tetrapropoxy-calix[4]arene 、 (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide 以 甲苯 为溶剂， 反应 72.0h， 以59%的产率得到5,17-bis({(2S,3aR,4R,5R,6R)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]-hexahydropyrrolo[1,2-b]isoxazol-2-yl}methyl)-25,26,27,28-tetrapropoxy-calix[4]arene
  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.