1,2,3-tris-O-acetyl-D-mannopyranoside | 68791-13-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2,3-tris-O-acetyl-D-mannopyranoside
• 英文别名: [(2S,3S,4S,5R,6R)-2,3-diacetyloxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl] acetate
• CAS: 68791-13-9
• 化学式: C₁₂H₁₈O₉
• 分子量: 306.27
• InChiKey: GNYSCNOUXJBUSG-LDMBFOFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4,6-O-benzylidene-1,2,3-tris-O-acetyl-D-mannopyranoside 在 溶剂黄146 作用下， 以 水 为溶剂， 生成 1,2,3-tris-O-acetyl-D-mannopyranoside 、 1,2,3-tris-O-acetyl-D-mannopyranoside
  参考文献：
  名称：

  Conformational study of the hydroxymethyl group in α-d-mannose derivatives

  摘要：

  A study of the dependence of the hydroxymethyl group in a-D-mannose derivatives on the aglycon and its absolute configuration was performed by means of circular dichroism (CD) and NMR data. Depending mainly on the aglycon present, the gg or the gt rotamer was the most populated, the tg rotamer having a small population. In addition, the study showed a correlation between the rotational populations and the aglycon, the population of the gt rotamer increasing as the pK(a) of the bonded alcohol (aglycon) increased. Furthermore, the results revealed a strong dependence on the absolute configuration of the aglycon and point to the stereoelectronic exo-anomeric effect being responsible for these rotational dependencies besides nonbonding interactions. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00623-2