mono-6-(O-2,4,6-triisopropylbenzenesulfonyl)-γ-cyclodextrin | 401915-12-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: mono-6-(O-2,4,6-triisopropylbenzenesulfonyl)-γ-cyclodextrin
• 英文别名: 6-O-(2,4,6-triisopropylbenzenesulfonyl)-γ-cyclodextrin；[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,38R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R)-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecahydroxy-5,10,15,25,30,35,40-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontan-20-yl]methyl 2,4,6-tri(propan-2-yl)benzenesulfonate
• CAS: 401915-12-6
• 化学式: C₆₃H₁₀₂O₄₂S
• 分子量: 1563.54
• InChiKey: XSUNBTHQPLATFO-DSZXPOIWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.1
• 重原子数：
  106
• 可旋转键数：
  14
• 环数：
  31.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  665
• 氢给体数：
  23
• 氢受体数：
  42

反应信息

• 作为反应物：
  描述：

  mono-6-(O-2,4,6-triisopropylbenzenesulfonyl)-γ-cyclodextrin 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以94%的产率得到mono-(6^A-azido-6^A-deoxy)-γ-cyclodextrin
  参考文献：
  名称：

  Mono-6-( O -2,4,6-triisopropylbenzenesulfonyl)-γ-cyclodextrin, a novel intermediate for the synthesis of mono-functionalised γ-cyclodextrins

  摘要：

  A reaction between gamma -cyclodextrin (gamma -CD) and 2,4,6-triisopropylbenzenesulfonyl chloride in pyridine gave mono-6-(O-2,4,6-triisopropylbenzenesulfonyl)-gamma -cyclodextrin in good yield (similar to 69%) and high purity (>98%). In contrast to other sulfonylations of gamma -CD, this reaction did not give di- or tri-substituted side products and is thus useful for preparing pure mono-substituted gamma -CD derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01934-7
• 作为产物：
  描述：

  2,4,6-三异丙基苯磺酰氯 、 γ-环糊精 在 吡啶 作用下， 反应 24.0h， 以69%的产率得到mono-6-(O-2,4,6-triisopropylbenzenesulfonyl)-γ-cyclodextrin
  参考文献：
  名称：

  Mono-6-( O -2,4,6-triisopropylbenzenesulfonyl)-γ-cyclodextrin, a novel intermediate for the synthesis of mono-functionalised γ-cyclodextrins

  摘要：

  A reaction between gamma -cyclodextrin (gamma -CD) and 2,4,6-triisopropylbenzenesulfonyl chloride in pyridine gave mono-6-(O-2,4,6-triisopropylbenzenesulfonyl)-gamma -cyclodextrin in good yield (similar to 69%) and high purity (>98%). In contrast to other sulfonylations of gamma -CD, this reaction did not give di- or tri-substituted side products and is thus useful for preparing pure mono-substituted gamma -CD derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01934-7

文献信息

• Supramolecular Probe for Bicarbonate Exhibiting Anomalous Pyrene Fluorescence in Aqueous Media
  作者：Iwao Suzuki、Mihoko Ui、Akiyo Yamauchi

  DOI：10.1021/ja055772f

  日期：2006.4.1

  in a pH 8.6 aqueous solution on the basis of the HCO3--induced anomalous pyrene fluorescence of an association dimer that consists of pyrene-appended gamma-cyclodextrins having a triamine linker. The anomalous fluorescence that is produced by the HCO3--induced twisted conformation of the pyrene residues in the association dimer is insensitive to the presence of other anions.

  基于 HCO3 诱导的关联二聚体的异常芘荧光，在 pH 8.6 的水溶液中实现了高选择性 HCO3 传感，该关联二聚体由具有三胺接头的芘附加 γ-环糊精组成。由 HCO3 诱导的缔合二聚体中芘残基的扭曲构象产生的异常荧光对其他阴离子的存在不敏感。
• Mono-6-( O -2,4,6-triisopropylbenzenesulfonyl)-γ-cyclodextrin, a novel intermediate for the synthesis of mono-functionalised γ-cyclodextrins
  作者：Ronald Palin、Simon J.A Grove、Alan B Prosser、Ming-Qiang Zhang

  DOI：10.1016/s0040-4039(01)01934-7

  日期：2001.12

  A reaction between gamma -cyclodextrin (gamma -CD) and 2,4,6-triisopropylbenzenesulfonyl chloride in pyridine gave mono-6-(O-2,4,6-triisopropylbenzenesulfonyl)-gamma -cyclodextrin in good yield (similar to 69%) and high purity (>98%). In contrast to other sulfonylations of gamma -CD, this reaction did not give di- or tri-substituted side products and is thus useful for preparing pure mono-substituted gamma -CD derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.