N-benzoyl-2-aminoethyl β-D-glucopyranoside | 1198425-73-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-benzoyl-2-aminoethyl β-D-glucopyranoside
• CAS: 1198425-73-8
• 化学式: C₁₅H₂₁NO₇
• 分子量: 327.334
• InChiKey: CSDBXSBMHVYUPG-ZHZXCYKASA-N

物化性质

• 沸点：
  643.3±55.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.77
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  128.48
• 氢给体数：
  5.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N-benzoyl-2-aminoethyl β-D-glucopyranoside 、 4-(4-chlorobutoxy)benzaldehyde 在 sodium hydride 、 甲醇 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 99.5h， 生成 N-(2-(((2R,3R,4S,5S,6R)-3-(4-(4-formylphenoxy)butoxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)ethyl)benzamide 、 N-(2-(((2R,3R,4S,5S,6R)-6-((4-(4-formylphenoxy)butoxy)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)ethyl)benzamide
  参考文献：
  名称：

  Nanostructured styrenic co-polymers containing glucopyranosyl residues and their functionalization

  摘要：

  Sugar-based co-polymers with saccharidic units in stable cyclic form and nanometric morphologies stabilized through crosslinking, adaptable through specific functionalizations to biochemical interaction studies with copper-containing amine oxidases, were synthesized from appropriate monomers and macromonomers. The most promising nanospherical co-polymer obtained, containing beta-D-glucopyranosidic units, was employed in functionalization reactions with the help of model molecules, achieving useful transformations mainly at the 6-position and to a minor extent at the 2-position of the saccharidic system. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.033
• 作为产物：
  描述：

  N-benzoyl-2-aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 甲醇 、 sodium methylate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 1.0h， 以94%的产率得到N-benzoyl-2-aminoethyl β-D-glucopyranoside
  参考文献：
  名称：

  Nanostructured styrenic co-polymers containing glucopyranosyl residues and their functionalization

  摘要：

  Sugar-based co-polymers with saccharidic units in stable cyclic form and nanometric morphologies stabilized through crosslinking, adaptable through specific functionalizations to biochemical interaction studies with copper-containing amine oxidases, were synthesized from appropriate monomers and macromonomers. The most promising nanospherical co-polymer obtained, containing beta-D-glucopyranosidic units, was employed in functionalization reactions with the help of model molecules, achieving useful transformations mainly at the 6-position and to a minor extent at the 2-position of the saccharidic system. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.033