Cyclomaltooctaose peracetate | 30786-38-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Cyclomaltooctaose peracetate
• 英文别名: octakis-(2,3,6-tri-O-acetyl)cyclomaltooctaose；γ-cyclodextrin peracetate；tetracosa-O-acetyl-γ-cyclodextrin；(2,3,6-tri-O-acetyl)-γ-cyclodextrin；Tetracosa-O-acetyl-cyclo-lin-octa[1α=>4]-D-glucopyranosyl；per-O-acetyl-γ-cyclodextrin；peracylated γ-cyclodextrin；|A-Cyclodextrin, 2A,2B,2C,2D,2E,2F,2G,2H,3A,3B,3C,3D,3E,3F,3G,3H,6A,6B,6C,6D,6E,6F,6G,6H-tetracosaacetate；[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36R,38R,40R,41S,42R,43S,44R,45S,46R,47S,48R,49S,50R,51S,52R,53S,54R,55S,56R)-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecaacetyloxy-10,15,20,25,30,35,40-heptakis(acetyloxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontan-5-yl]methyl acetate
• CAS: 30786-38-0
• 化学式: C₉₆H₁₂₈O₆₄
• 分子量: 2306.03
• InChiKey: CWKRWLRDUDATJY-KQYVHXRASA-N

物化性质

• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.71
• 重原子数：
  160.0
• 可旋转键数：
  32.0
• 环数：
  30.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  778.88
• 氢给体数：
  0.0
• 氢受体数：
  64.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 Cyclomaltooctaose peracetate 在 硫酸 作用下， 反应 20.0h， 以52%的产率得到Glc2Ac3Ac4Ac6Ac(a1-4)Glc2Ac3Ac6Ac(a1-4)Glc2Ac3Ac6Ac(a1-4)Glc2Ac3Ac6Ac(a1-4)Glc2Ac3Ac6Ac(a1-4)Glc2Ac3Ac6Ac(a1-4)Glc2Ac3Ac6Ac(a1-4)Glc1Ac2Ac3Ac6Ac
  参考文献：
  名称：

  Insertion of aD-glucosamine residue into the α-cyclodextrin skeleton; a model synthesis of ‘chimera cyclodextrins’

  摘要：

  通过一个糖苷键的乙酰分解裂变，将 α-环糊精过乙酸 2 有效转化为 二十-O-乙酰麦芽六糖 3，一系列操作包括与 2-叠氮基-2-脱氧-D-吡喃葡萄糖衍生物偶联、再循环和最终工作-向上（催化氢解等）给出了一种新型β-环糊精类似物10，其含有D-葡萄糖胺残基作为单糖成分。

  DOI：

  10.1039/c39910000289
• 作为产物：
  描述：

  乙酸酐 、 γ-环糊精 在 碘 作用下， 反应 24.0h， 以92%的产率得到Cyclomaltooctaose peracetate
  参考文献：
  名称：

  A Simple and Convenient Per-O-acylation of Cyclodextrins Catalyzed by Molecular Iodine

  摘要：

  在无溶剂条件下，通过用羧酸酐对环糊精的所有羟基进行碘催化酰化，以良好至高产率制备了具有不同烷基链的全O-酰化环糊精。

  DOI：

  10.1055/s-0030-1258163

文献信息

• Complexes of peracetylated cyclodextrin in a non-aqueous aprotic medium: the role of residual water
  作者：Laszlo Jicsinszky、Katia Martina、Marina Caporaso、Pedro Cintas、Andrea Zanichelli、Giancarlo Cravotto

  DOI：10.1039/c5cp02379c

  日期：——

  Not all peracetylated cyclodextrins can be completely dried and water protons can be invisible due to the overlapping signals of the acetyl groups. Apparent stability constants of complexes were also calculated.

  并非所有的过乙酰化环糊精都能完全干燥，由于乙酰基的信号重叠，水质子可能会变得不可见。此外，还计算了复合物的表观稳定常数。
• Oligosaccharide Analogues of Polysaccharides
  作者：Barbara Hoffmann、Bruno Bernet、Andrea Vasella

  DOI：10.1002/1522-2675(200201)85:1<265::aid-hlca265>3.0.co;2-1

  日期：2002.1

  The alpha- and gamma-CD analogues 6 and 18, which possess a hexa-2,5-diyne-1,6-dioxy unit, were synthesised by intramolecular coupling of the bis-O-propargylated maltohexaoside 4, or the analogous maltooctaoside 16, followed by deprotection. The dialkynylated linear oligosaccharides were obtained by glycosidation of propargyl alcohol with the thioglycosides 1 and 13, reductive cleavage of the benzylidene acetal, and propargylation of the terminal HO-C(4) group, respectively. The beta-CD analogues 23 and 25, which possess a penta-1,3-diyn-1-yl-5-oxy unit, were similarly obtained by intramolecular oxidative coupling of 20 and 21, respectively. The linear dialkynylated oligosaccharides 20 and 21 were obtained by two consecutive glycosylations, first with the maltohexaosyl-S-glycoside 1 as donor, and then by glycosylation of the resulting propargyl maltohexoside with the C(4)-ethynylated donor 19. The proximity of the terminal units of maltooligosaccharides allowed a facile intramolecular cycloaddition of the azido alkyne 29 to the isomeric triazoles 30 and 31, which were deprotected to 32 and 33, respectively. Analysis of the intramolecular H-bonds in 6, 23, 25, 32, and 33 showed that insertion of a noncarbohydrate link interrupts a single flip-flop H-bond.
• Sakairi, Nobuo; Wang, Lai-Xi; Kuzuhara, Hiroyoshi, Journal of the Chemical Society. Perkin transactions I, 1995, # 4, p. 437 - 444
  作者：Sakairi, Nobuo、Wang, Lai-Xi、Kuzuhara, Hiroyoshi

  DOI：——

  日期：——
• Freudenberg; Jacobi, Justus Liebigs Annalen der Chemie, 1935, vol. 518, p. 102,105
  作者：Freudenberg、Jacobi

  DOI：——

  日期：——
• Studies on the Schardinger Dextrins. The Preparation and Solubility Characteristics of Alpha, Beta and Gamma Dextrins
  作者：Dexter. French、Melvin L. Levine、J. H. Pazur、Ethelda. Norberg

  DOI：10.1021/ja01169a100

  日期：1949.1