| 848489-21-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 848489-21-4
• 化学式: C₆₅H₁₁₄Cl₃NO₃₆
• 分子量: 1591.96
• InChiKey: RRDZACOFRFJENE-LUOHSGKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.17
• 重原子数：
  105.0
• 可旋转键数：
  41.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  367.13
• 氢给体数：
  2.0
• 氢受体数：
  37.0

反应信息

• 作为反应物：
  描述：

  在 4 A molecular sieve 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以18%的产率得到(1R,3R,5R,6R,8R,10R,11R,13S,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-5,10,15,20,25,30,35-heptakis(methoxymethyl)-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
  参考文献：
  名称：

  Short Synthesis of Skeleton-Modified Cyclodextrin Derivatives with Unique Inclusion Ability

  摘要：

  [GRAPHICS]Skeleton-modified cyclodextrin (CD) derivatives, in which an alpha-(1,4)-glucosidic bond is converted into a beta-(1,4)-glucosidic bond, were conveniently synthesized by cleavage of a single glucosidic bond in permethylated and 2,6-di-O-methylated alpha- and beta-CDs and subsequent recyclization via the trichloroacetoimidate intermediates. The selective cleavage of an alpha-(1,4)-glucosidic bond of permethylated alpha- and beta-CDs was accomplished by stirring in 30% aq HClO4 at 25 degreesC to give the corresponding maltohexaose and maltoheptaose derivatives, respectively. The cleavage of a glucosidic bond of hexakis(3-O-benzyl-2,6-di-O-methyl)-alpha-CD was successfully carried out in a mixed 60% aq HClO4 and 1,4-dioxane solution (1:20). In the case of heptakis(3-O-benzyl-2,6-di-O-methyl)-beta-CD, the solvent-free reaction with beta-toluenesulfonic acid was found to be effective for selective cleavage of one glucosidic bond. The permethylated beta-CD derivative with a beta-(1,4)-glucosidic bond (4b) exhibited higher inclusion ability toward sodium m-nitrobenzoate than the parent permethylated beta-CD, while these hosts showed the same inclusion ability toward sodium p-nitrobenzoate. On the other hand, the beta-(1,4)-type permethylated alpha-CD derivative 4a exhibited lower inclusion ability toward sodium p- and m-nitrobenzoates than the parent permethylated alpha-CD. Interestingly, host molecules 4a and 4b showed inclusion selectivity for sodium m-nitrobenzoate as compared with the corresponding para-isomer, in contrast to permethylated CDs which possessed para-isomer selectivity. On the other hand, host molecules 4a and 4b showed para-isomer selectivity toward sodium nitrophenoxide guests, indicating that the inclusion selectivity was remarkably influenced by the guest hydrophilic groups. H-1 NMR studies on complexes of those beta-(1,4)-type CD derivatives with p- and m-nitrobenzoates and p- and m-nitrophenolates were carried out to estimate their structures.

  DOI：

  10.1021/jo048657g
• 作为产物：
  描述：

  三氯乙腈 、 (2,3,6-tri-O-methyl)-α,β-maltoheptaose 在 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  A facile synthesis of novel cyclodextrin derivatives incorporating one β-(1,4)-glucosidic bond and their unique inclusion ability

  摘要：

  新型环糊精衍生物含有一个δ-(1,4)-葡糖苷键，可通过三个步骤轻松地从过甲基化的δ-和δ-环糊精中合成，与母体过甲基化的δ-和δ-环糊精相比，这种宿主分子对间硝基苯甲酸钠的包合选择性高于相应的对异构体。

  DOI：

  10.1039/b309261e