hexakis(6-O-benzoyl)-α-cyclodextrin

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hexakis(6-O-benzoyl)-α-cyclodextrin
• 英文别名: [(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-10,15,20,25,30-pentakis(benzoyloxymethyl)-31,32,33,34,35,36,37,38,39,40,41,42-dodecahydroxy-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]methyl benzoate
• 化学式: C₇₈H₈₄O₃₆
• 分子量: 1597.5
• InChiKey: UFKLXFTZXUEGBI-YFUDVYDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  114
• 可旋转键数：
  24
• 环数：
  28.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  511
• 氢给体数：
  12
• 氢受体数：
  36

反应信息

• 作为产物：
  描述：

  hexakis(6-O-benzoyl-2,3-di-O-benzyl)-α-cyclodextrin 在 palladium on activated charcoal 高氯酸 、 氢气 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 4.0h， 以90%的产率得到hexakis(6-O-benzoyl)-α-cyclodextrin
  参考文献：
  名称：

  An Easy Synthetic Route to Hexakis(6-O-benzoyl)-α-cyclodextrin

  摘要：

  A four step preparation of hexakis(6-O-benzoyl)-alpha-cyclodextrin, through selective protection/deprotection approach, is reported.

  DOI：

  10.1080/00032719808006478

文献信息

• α-Cyclodextrin compounds containing benzoic, acetylsalicylic, and 2-(4-isobutylphenyl)propionic acid residues
  作者：A. V. Edunov、G. I. Kurochkina、M. K. Grachev、I. I. Levina、T. A. Batalova、E. E. Nifant’ev

  DOI：10.1134/s1070428011070037

  日期：2011.7

  Selectively substituted derivatives of alpha-cyclodextrin and hexa-O-tert-butyldimethylsilyl-alpha-cyclodextrin containing a definite number of acylated primary or secondary hydroxy groups were synthesized using benzoic, acetylsalicylic, and 2-(4-isobutylphenyl)propionic acid chlorides in various solvents in the presence of different bases. The acyl residues were assigned to the C(2), C(3), or C(6) atoms in the carbohydrate fragments on the basis of (13)C NMR data. Desilylation of the silyl derivatives with ammonium fluoride in methanol gave the corresponding O-acyl derivatives having free primary hydroxy groups in the alpha-cyclodextrin skeleton.