2-[[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-31,33,34,35,36,37,38,39,40,41,42-undecahydroxy-5,10,15,20,25,30-hexakis(hydroxymethyl)-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-32-yl]oxy]acetaldehyde | 210771-84-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-31,33,34,35,36,37,38,39,40,41,42-undecahydroxy-5,10,15,20,25,30-hexakis(hydroxymethyl)-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-32-yl]oxy]acetaldehyde
• CAS: 210771-84-9
• 化学式: C₃₈H₆₂O₃₁
• 分子量: 1014.89
• InChiKey: AVVQWGRFKJSUFD-VCZLMNHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.8
• 重原子数：
  69
• 可旋转键数：
  9
• 环数：
  22.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  481
• 氢给体数：
  17
• 氢受体数：
  31

反应信息

• 作为反应物：
  描述：

  2-[[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-31,33,34,35,36,37,38,39,40,41,42-undecahydroxy-5,10,15,20,25,30-hexakis(hydroxymethyl)-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-32-yl]oxy]acetaldehyde 在 palladium on activated charcoal 盐酸 、 氢气 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 72.0h， 生成 Mono-2-O-(2-aminoethyl)-α-cyclodextrin
  参考文献：
  名称：

  The Synthesis of Functionalized Cyclodextrins As Scaffolds and Templates for Molecular Diversity, Catalysis, and Inclusion Phenomena

  摘要：

  alpha-, beta- and gamma-cyclodextrins were chemically modified to selectively introduce functionality on the primary and secondary faces. Azido and substituted alkenyl groups were selectively introduced on the primary hydroxy groups to give monosubstituted derivatives. The secondary C-2 hydroxy group was selectively functionalized with allyl, 1-hexenyl, carboxymethyl, and omega-azidoalkyl groups (n: 3, 4, 5) as ethers. The chemically modified cyclodextrins are versatile molecules for use as scaffolds and templates in conjunction with chemical diversity, catalysis, and inclusion phenomena.

  DOI：

  10.1021/jo00120a023
• 作为产物：
  描述：

  α-环糊精 在 二甲基硫 、 lithium hydride 、 臭氧 、 lithium iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 30.0h， 生成 2-[[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-31,33,34,35,36,37,38,39,40,41,42-undecahydroxy-5,10,15,20,25,30-hexakis(hydroxymethyl)-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-32-yl]oxy]acetaldehyde
  参考文献：
  名称：

  The Synthesis of Functionalized Cyclodextrins As Scaffolds and Templates for Molecular Diversity, Catalysis, and Inclusion Phenomena

  摘要：

  alpha-, beta- and gamma-cyclodextrins were chemically modified to selectively introduce functionality on the primary and secondary faces. Azido and substituted alkenyl groups were selectively introduced on the primary hydroxy groups to give monosubstituted derivatives. The secondary C-2 hydroxy group was selectively functionalized with allyl, 1-hexenyl, carboxymethyl, and omega-azidoalkyl groups (n: 3, 4, 5) as ethers. The chemically modified cyclodextrins are versatile molecules for use as scaffolds and templates in conjunction with chemical diversity, catalysis, and inclusion phenomena.

  DOI：

  10.1021/jo00120a023