(2R,4aR,6R,8S,8aR)-6,8-Bis-benzyloxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one | 144901-97-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: (2R,4aR,6R,8S,8aR)-6,8-Bis-benzyloxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one
• 英文别名: (2R,4aR,6R,8S,8aR)-2-phenyl-6,8-bis(phenylmethoxy)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-7-one
• CAS: 144901-97-3
• 化学式: C₂₇H₂₆O₆
• 分子量: 446.5
• InChiKey: PSAAFRADULFZJL-FZTDQTOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,4aR,6R,8S,8aR)-6,8-Bis-benzyloxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one 在 palladium dihydroxide 二甲氨基三氟化硫 、 氢气 作用下， 以 甲苯 为溶剂， 反应 0.2h， 生成 2-deoxy-2,2-difluoro-D-arabino-hexose
  参考文献：
  名称：

  13C-CP/MAS NMR studies of the cyclomalto-oligosaccharide (cyclodextrin) hydrates

  摘要：

  The C-13-Cp/MAS NMR spectra of cyclomaltohexaose (alpha-cyclodextrin) hexahydrate, cyclomaltoheptaose (beta-cyclodextrin) "undecahydrate", cyclomalto-octaose (gamma-cyclodextrin) "octadecahydrate", and of the same materials at lower levels of hydration are compared with solution NMR data, structures obtained from single crystal diffraction studies, and with previous reports of the C-13-CP/MAS NMR spectra. The chemical shifts of the C-1 and C-4 resonances can be correlated with the conformation about the (1 --> 4) linkage. The chemical shifts of the C-6 resonances are also sensitive to hydrogen-bonding interactions. as shown by the spectral changes on loss of water from the structures. The results suggest that, for resonances of carbon atoms close to a centre of significant conformational change, chemical shifts may be predicted on the basis of conformation alone, but for the resonances of more distant atoms, changes in chemical shift due to conformational change may be masked by the effects of alterations in the local environment.

  DOI：

  10.1016/s0008-6215(00)90916-9

文献信息

• 13C-CP/MAS NMR studies of the cyclomalto-oligosaccharide (cyclodextrin) hydrates
  作者：Stephen J. Heyes、Nigel J. Clayden、Christopher M. Dobson

  DOI：10.1016/s0008-6215(00)90916-9

  日期：1992.9

  The C-13-Cp/MAS NMR spectra of cyclomaltohexaose (alpha-cyclodextrin) hexahydrate, cyclomaltoheptaose (beta-cyclodextrin) "undecahydrate", cyclomalto-octaose (gamma-cyclodextrin) "octadecahydrate", and of the same materials at lower levels of hydration are compared with solution NMR data, structures obtained from single crystal diffraction studies, and with previous reports of the C-13-CP/MAS NMR spectra. The chemical shifts of the C-1 and C-4 resonances can be correlated with the conformation about the (1 --> 4) linkage. The chemical shifts of the C-6 resonances are also sensitive to hydrogen-bonding interactions. as shown by the spectral changes on loss of water from the structures. The results suggest that, for resonances of carbon atoms close to a centre of significant conformational change, chemical shifts may be predicted on the basis of conformation alone, but for the resonances of more distant atoms, changes in chemical shift due to conformational change may be masked by the effects of alterations in the local environment.