6-deoxy-6-(N-hydroxylamino)-β-cyclodextrin | 138435-33-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-deoxy-6-(N-hydroxylamino)-β-cyclodextrin
• 英文别名: (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5-[(hydroxyamino)methyl]-10,15,20,25,30,35-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol
• CAS: 138435-33-3
• 化学式: C₄₂H₇₁NO₃₅
• 分子量: 1150.01
• InChiKey: VGVYQOYYBQKKMA-FOUAGVGXSA-N

物化性质

• 沸点：
  1560.1±75.0 °C(Predicted)
• 密度：
  1.625±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -15.24
• 重原子数：
  78.0
• 可旋转键数：
  8.0
• 环数：
  21.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  566.08
• 氢给体数：
  22.0
• 氢受体数：
  36.0

反应信息

• 作为反应物：
  描述：

  6-deoxy-6-(N-hydroxylamino)-β-cyclodextrin 在 palladium on activated charcoal 氢气 作用下， 以 水 为溶剂， 反应 20.0h， 生成 单-6-O-氨基-Β-环糊精
  参考文献：
  名称：

  Preassociating .alpha.-Nucleophiles Based on .beta.-Cyclodextrin. Their Synthesis and Reactivity

  摘要：

  Methods are reported for the attachment of alpha-nucleophiles to the primary and secondary sides of the cyclodextrin cavity. Six new materials have been prepared in which beta CD has been modified by hydrazine, hydroxylamine, oxime, and hydroperoxide functionalities. Transacylating studies with p-NPA have demonstrated that the primary-side hydroxylamine shows the highest reactivity with a 1900-fold increase in rate over beta CD at pH 6.5. Other alpha-nucleophiles show less remarkable rate increases in this system but, in some cases, demonstrate hydrogen-bonding to the cyclodextrin rim and inhibition kinetics.

  DOI：

  10.1021/ja00147a005
• 作为产物：
  描述：

  mono-6-deoxy-6-(p-toluenesulfonyl)-β-cyclodextrin 在 羟胺 作用下， 以 水 为溶剂， 反应 3.0h， 以86%的产率得到6-deoxy-6-(N-hydroxylamino)-β-cyclodextrin
  参考文献：
  名称：

  Preassociating .alpha.-nucleophiles

  摘要：

  DOI：

  10.1021/ja00030a062