2^A,3^A-epoxy-manno-γ-cyclodextrin | 129907-35-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2^A,3^A-epoxy-manno-γ-cyclodextrin
• 英文别名: (1R,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,38R,39S,41S,42R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R,57R)-5,10,15,20,25,30,35,42-octakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,40,43-heptadecaoxadecacyclo[36.3.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36.039,41]heptapentacontane-44,45,46,47,48,49,50,51,52,53,54,55,56,57-tetradecol
• CAS: 129907-35-3
• 化学式: C₄₈H₇₈O₃₉
• 分子量: 1279.12
• InChiKey: PBGSMEIHWGQXEG-FLFUYOJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -16.2
• 重原子数：
  87
• 可旋转键数：
  8
• 环数：
  28.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  605
• 氢给体数：
  22
• 氢受体数：
  39

反应信息

• 作为反应物：
  描述：

  2^A,3^A-epoxy-manno-γ-cyclodextrin 在 水 、 sodium chloride 、 calcium chloride 作用下， 反应 24.0h， 以74.7%的产率得到(2'S)-2',3'-Anhydromaltotriose
  参考文献：
  名称：

  Fujita, Kahee; Tahara, Tsutomu; Koga, Toshitaka, Chemistry Letters, 1990, # 5, p. 743 - 746

  摘要：

  DOI：
• 作为产物：
  描述：

  2-O-(2-naphthylsulfonyl)-γ-cyclodextrin 在 barium dihydroxide 作用下， 反应 1.0h， 以86.9%的产率得到2^A,3^A-epoxy-manno-γ-cyclodextrin
  参考文献：
  名称：

  Simple and Convenient Method for Synthesis of 3-O-Sulfonyl- γ-cyclodextrin

  摘要：

  通过γ-环糊精与 2-萘磺酰氯在 CH3CN 水溶液中的反应，制备了 3-O-(2-萘磺酰基)-γ-环糊精和 2-O-(2-萘磺酰基)-γ-环糊精，并对其进行了分离和结构测定。

  DOI：

  10.1246/bcsj.63.1409

文献信息

• Syntheses and Molecular Recognition Abilities of 6-O-, 2-O-, and 3-O-Dansyl-γ-Cyclodextrins
  作者：Yong Wang、Tsukasa Ikeda、Akihiko Ueno、Fujio Toda

  DOI：10.1246/cl.1992.863

  日期：1992.5

  6-O-, 2-O-, and 3-O-Dansyl-γ-CD (γ-1, γ-2, and γ-3) were synthesized as fluorescent sensors by the reaction of γ-CD with dansyl chloride under different conditions. They showed remarkably different molecular recognition abilities for various organic compounds. Molecular size and molecular structure of guests are the important factors which govern the sensitivity in these sensor systems.

  通过γ-CD 与丹酰氯在不同条件下的反应，合成了 6-O-、2-O-和 3-O-丹酰-γ-CD（γ-1、γ-2 和γ-3）作为荧光传感器。它们对各种有机化合物表现出明显不同的分子识别能力。客体的分子大小和分子结构是影响这些传感器系统灵敏度的重要因素。
• Synthesis of C6A-to-C6A and C3A-to-C3A diamide linked γ-cyclodextrin dimers
  作者：Duc-Truc Pham、Huy Tien Ngo、Stephen F. Lincoln、Bruce L. May、Christopher J. Easton

  DOI：10.1016/j.tet.2010.02.005

  日期：2010.4

  The syntheses of three new diamide-linked gamma-cyclodextrin dimers joined by substitution at either a glucopyranose C6(A) or C3(A) carbon are reported. The syntheses involve the reaction of either C6(A) or C3(A) amino-substituted gamma-cyclodextrin with bis(4-nitrophenyl)succinate to form succinamide linked gamma-cyclodextrin dimers or reaction of C6(A) aside-substituted gamma-cyclodextrin with carbon dioxide to form a urea linked gamma-cyclodextrin dimer. (C) 2010 Elsevier Ltd. All rights reserved.
• Pressure and Temperature-Controlled Enantiodifferentiating [4+4] Photocyclodimerization of 2-Anthracenecarboxylate Mediated by Secondary Face- and Skeleton-Modified γ-Cyclodextrins
  作者：Cheng Yang、Asao Nakamura、Gaku Fukuhara、Yumi Origane、Tadashi Mori、Takehiko Wada、Yoshihisa Inoue

  DOI：10.1021/jo0601718

  日期：2006.4.1

  A series of secondary-face-substituted and skeleton-modified gamma-cyclodextrins (gamma-CDs) were prepared as chiral hosts for enantiodifferentiating [4+4] photocyclodimerization reactions of 2-anthracenecarboxylic acid (AC). These gamma-CD derivatives form stable ternary complexes with ACs, with altroside-bearing gamma-CDS undergoing induced-fit conformational changes upon complexation, and the photocyclodimerization of AC was, thus, dramatically accelerated. The enantiomeric excess (ee) of anti-head-to-head cyclodimer 3 was greatly enhanced in general with altroside-bearing gamma-CDs 7-9. Although mono-altro-gamma-CD 9 and 3(A)-azido-3(A)-deoxy-altro-gamma-CD 7 gave 2 in ee's smaller than those obtained with native gamma-CD, 3(A)-amino-3(A)-deoxy-altro-gamma-CD 8 yielded 2 in much higher ee's, which is likely to be ascribed to the combined effects of the less-symmetric cavity and the electrostatic interactions. The influence of temperature and high pressure on the supramolecular photochirogenic reaction has been investigated in depth. An ee as high as 71% was obtained for cyclodimer 2 in the photocyclodimerization of AC mediated by 8 at 210 MPa and -21.5 degrees C.
• FUJITA, KAHEE;TAHARA, TSUTOMU;KOGA, TOSHITAKA, CHEM. LETT.,(1990) N, C. 743-746
  作者：FUJITA, KAHEE、TAHARA, TSUTOMU、KOGA, TOSHITAKA

  DOI：——

  日期：——
• Fujita, Kahee; Tahara, Tsutomu; Koga, Toshitaka, Chemistry Letters, 1990, # 5, p. 743 - 746
  作者：Fujita, Kahee、Tahara, Tsutomu、Koga, Toshitaka

  DOI：——

  日期：——