hexakis(2,3-di-O-benzyl)-6^B,6^C,6^E,6^F-tetra-O-methyl-α-cyclodextrin | 343922-11-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hexakis(2,3-di-O-benzyl)-6^B,6^C,6^E,6^F-tetra-O-methyl-α-cyclodextrin
• 英文别名: [(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31S,32R,33S,34R,35S,36R,37S,38R,39S,40R,41S,42R)-20-(hydroxymethyl)-10,15,25,30-tetrakis(methoxymethyl)-31,32,33,34,35,36,37,38,39,40,41,42-dodecakis(phenylmethoxy)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontan-5-yl]methanol
• CAS: 343922-11-2
• 化学式: C₁₂₄H₁₄₀O₃₀
• 分子量: 2110.46
• InChiKey: SUORLFGWNWZZHN-FYJOTUQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.6
• 重原子数：
  154
• 可旋转键数：
  46
• 环数：
  20.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  299
• 氢给体数：
  2
• 氢受体数：
  30

反应信息

• 作为反应物：
  描述：

  hexakis(2,3-di-O-benzyl)-6^B,6^C,6^E,6^F-tetra-O-methyl-α-cyclodextrin 在 咪唑 、 碘 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以100%的产率得到hexakis(2,3-di-O-benzyl)-6^A,6^D-dideoxy-6^A,6^D-diiodo-6^B,6^C,6^E,6^F-tetra-O-methyl-α-cyclodextrin
  参考文献：
  名称：

  Diisobutylaluminium-promoted regioselective de-O-methylation of cyclodextrins: an expeditious entry to selectively modified cyclodextrins

  摘要：

  Substituted cyclodextrins carrying methyl groups on the primary rim undergo highly regioselective de-O-methylation in the presence of benzyl groups. using diisobutylaluminium. This gave access to AD or AB di-6-O-demethylated derivatives, which were fully characterised by NMR. MS and chemical degradation using the hex-5-enose method. Direct functionalisation of these derivatives, for example by glycosylation, makes this method an attractive procedure for the preparation of modified cyclodextrins. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00065-9
• 作为产物：
  描述：

  hexakis(2,3-di-O-benzyl)-6^A,6^B,6^C,6^D,6^E,6^F-hexa-O-methyl-α-cyclodextrin 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以59%的产率得到hexakis(2,3-di-O-benzyl)-6^B,6^C,6^E,6^F-tetra-O-methyl-α-cyclodextrin
  参考文献：
  名称：

  Diisobutylaluminium-promoted regioselective de-O-methylation of cyclodextrins: an expeditious entry to selectively modified cyclodextrins

  摘要：

  Substituted cyclodextrins carrying methyl groups on the primary rim undergo highly regioselective de-O-methylation in the presence of benzyl groups. using diisobutylaluminium. This gave access to AD or AB di-6-O-demethylated derivatives, which were fully characterised by NMR. MS and chemical degradation using the hex-5-enose method. Direct functionalisation of these derivatives, for example by glycosylation, makes this method an attractive procedure for the preparation of modified cyclodextrins. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00065-9

文献信息

• Diisobutylaluminium-promoted regioselective de-O-methylation of cyclodextrins: an expeditious entry to selectively modified cyclodextrins
  作者：Wei Wang、Alan J. Pearce、Yongmin Zhang、Pierre Sinaÿ

  DOI：10.1016/s0957-4166(01)00065-9

  日期：2001.3

  Substituted cyclodextrins carrying methyl groups on the primary rim undergo highly regioselective de-O-methylation in the presence of benzyl groups. using diisobutylaluminium. This gave access to AD or AB di-6-O-demethylated derivatives, which were fully characterised by NMR. MS and chemical degradation using the hex-5-enose method. Direct functionalisation of these derivatives, for example by glycosylation, makes this method an attractive procedure for the preparation of modified cyclodextrins. (C) 2001 Elsevier Science Ltd. All rights reserved.