2(A),3(B),2(D),3(E)-tetrahydroxy per-O-methylated α-cyclodextrin | 1338579-23-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2(A),3(B),2(D),3(E)-tetrahydroxy per-O-methylated α-cyclodextrin
• CAS: 1338579-23-9
• 化学式: C₅₀H₈₈O₃₀
• 分子量: 1169.23
• InChiKey: NXPYGXFVGNRSDW-RONLFACWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.9
• 重原子数：
  80.0
• 可旋转键数：
  20.0
• 环数：
  22.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  320.9
• 氢给体数：
  4.0
• 氢受体数：
  30.0

反应信息

• 作为反应物：
  描述：

  2(A),3(B),2(D),3(E)-tetrahydroxy per-O-methylated α-cyclodextrin 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 18.0h， 以86%的产率得到2(A),3(B),2(D),3(E)-tetra-O-acetyl per-O-methylated α-cyclodextrin
  参考文献：
  名称：

  Facile preparation of two tetrols from permethylated α-cyclodextrin and unambiguous NMR analysis

  摘要：

  An unprecedented straightforward approach wherein an excess of diisobutylaluminum hydride is able to strip off in reasonable yield (45%) and in a regioselective manner four methyl groups from permethylated a-cyclodextrin, to provide a symmetric tetrol (2) in one chemical step from a commercially available material is described. An asymmetric tetrol (3) was also isolated from the reaction as a minor product (19%). Both compounds are unambiguously characterized by H-1 NMR, C-13 NMR, COSY, HSQC and HRMS. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.137
• 作为产物：
  描述：

  hexakis(2,3,6-tri-O-methyl)-α-cyclodextrin 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以45%的产率得到2(A),3(B),2(D),3(E)-tetrahydroxy per-O-methylated α-cyclodextrin
  参考文献：
  名称：

  Facile preparation of two tetrols from permethylated α-cyclodextrin and unambiguous NMR analysis

  摘要：

  An unprecedented straightforward approach wherein an excess of diisobutylaluminum hydride is able to strip off in reasonable yield (45%) and in a regioselective manner four methyl groups from permethylated a-cyclodextrin, to provide a symmetric tetrol (2) in one chemical step from a commercially available material is described. An asymmetric tetrol (3) was also isolated from the reaction as a minor product (19%). Both compounds are unambiguously characterized by H-1 NMR, C-13 NMR, COSY, HSQC and HRMS. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.137