2^G,3^G-alloepoxy-mono-altro-β-cyclodextrin | 697742-95-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2^G,3^G-alloepoxy-mono-altro-β-cyclodextrin
• CAS: 697742-95-3
• 化学式: C₄₂H₆₈O₃₄
• 分子量: 1116.98
• InChiKey: LTVJQXPMFBBVKC-SSYWBVIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -14.19
• 重原子数：
  76.0
• 可旋转键数：
  7.0
• 环数：
  21.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  526.12
• 氢给体数：
  19.0
• 氢受体数：
  34.0

反应信息

• 作为反应物：
  描述：

  4-甲基苄基硫醇 、 2^G,3^G-alloepoxy-mono-altro-β-cyclodextrin 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以41%的产率得到3^G-deoxy-3^G-(4-methylphenylmethanethio)-A-mono-altro-β-cyclodextrin
  参考文献：
  名称：

  Selective modification of mono-altro-β-cyclodextrin: dependence of O-sulfonylation position on the shape of sulfonylating reactant

  摘要：

  Mono-altro-beta-cyclodextrin, which has 21 different hydroxyl groups, was selectively sulfonylated by 2-naphthalenesulfonyl chloride at the 2(A)-OH of file altrose residue. By using 1-naphthalenesulfonyl Chloride as reactant, the 3(G)-OH of the neighboring glucose became available for selective sulfonylation. and the resulted sulfonate was proved to be a very important intermediate for introducing functionalities to the saccharide adjacent to the altroside of mono-altro-beta-cyclodextrin that is capable of controlling, the orientation of substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.018
• 作为产物：
  描述：

  在 barium dihydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 以93%的产率得到2^G,3^G-alloepoxy-mono-altro-β-cyclodextrin
  参考文献：
  名称：

  Selective modification of mono-altro-β-cyclodextrin: dependence of O-sulfonylation position on the shape of sulfonylating reactant

  摘要：

  Mono-altro-beta-cyclodextrin, which has 21 different hydroxyl groups, was selectively sulfonylated by 2-naphthalenesulfonyl chloride at the 2(A)-OH of file altrose residue. By using 1-naphthalenesulfonyl Chloride as reactant, the 3(G)-OH of the neighboring glucose became available for selective sulfonylation. and the resulted sulfonate was proved to be a very important intermediate for introducing functionalities to the saccharide adjacent to the altroside of mono-altro-beta-cyclodextrin that is capable of controlling, the orientation of substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.018

文献信息

• Selective mono-O-sulfonylation of A,B-di-altro- β-cyclodextrin by utilizing restricted orientation of a guest-type sulfonylating reactant in the elliptically distorted cavity: the 2A-O- and 3G-O-2-naphthalenesulfonates as a versatile scaffold to prepare artificial enzymes with controlling substrate orientation
  作者：Kahee Fujita、Wen-Hua Chen、Kaori Oiwane、Toshihiro Fujioka、Makoto Fukudome、De-Qi Yuan

  DOI：10.1016/j.tetlet.2004.07.089

  日期：2004.9

  , which has 21 different hydroxyl groups, was selectively sulfonylated by 2-naphthalenesulfonyl chloride at the 2A-OH of the altrose residue and the 3G-OH of the glucoside residue adjacent to the altroside residue. The latter sulfonate provides for the first time a possibility for the synthesis of functional cyclodextrins that have two altrose residues adjacent to the functionalized one (either of

  具有21个不同羟基的A，B-二-α -β-环糊精通过2-萘磺酰氯在altrose残基的2 A -OH和与该残基相邻的糖苷残基的3 G -OH处选择性地磺酰化。阿糖苷残基。后者的磺酸盐首次为合成功能性环糊精提供了可能性，该功能性环糊精具有与功能化的环糊精（葡萄糖型或altrose型）相邻的两个altrose残基，以控制底物的取向。