[(2R,3S,4S,5R,6R)-4,5-diacetyloxy-6-methoxy-2-(trifluoromethylsulfonyloxymethyl)oxan-3-yl] acetate | 174618-09-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4S,5R,6R)-4,5-diacetyloxy-6-methoxy-2-(trifluoromethylsulfonyloxymethyl)oxan-3-yl] acetate
• CAS: 174618-09-8
• 化学式: C₁₄H₁₉F₃O₁₁S
• 分子量: 452.359
• InChiKey: VHRMDVLREUJHNZ-KSSYENDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6R)-4,5-diacetyloxy-6-methoxy-2-(trifluoromethylsulfonyloxymethyl)oxan-3-yl] acetate 在 sodium hydroxide 、 sodium methylate 、 对甲苯磺酸 、 二乙胺 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Synthesis and Biological Evaluation of N-Acetylneuraminic Acid-Based Rotavirus Inhibitors

  摘要：

  Rotavirus can cause several gastrointestinal disease, especially in infants and young children, and is particularly prevalent in Third-World countries. Therefore, the development of potential inhibitors of this virus is of great interest. The present study describes the synthesis and in vitro biological evaluation of a number of N-acethyneuraminic acid-based compounds as potential rotavirus inhibitors. Our data suggests that it is indeed possible to inhibit adhesion of the virus, and hence in vitro replication, with carbohydrate-based molecules, although this inhibition, dues appear to be strain dependent.

  DOI：

  10.1021/jm950611f
• 作为产物：
  描述：

  methyl 2,3,4-tri-O-acetyl-6-(tert-butyldimethylsiloxy)-β-D-galactopyranoside 在 吡啶 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 25.17h， 生成 [(2R,3S,4S,5R,6R)-4,5-diacetyloxy-6-methoxy-2-(trifluoromethylsulfonyloxymethyl)oxan-3-yl] acetate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of N-Acetylneuraminic Acid-Based Rotavirus Inhibitors

  摘要：

  Rotavirus can cause several gastrointestinal disease, especially in infants and young children, and is particularly prevalent in Third-World countries. Therefore, the development of potential inhibitors of this virus is of great interest. The present study describes the synthesis and in vitro biological evaluation of a number of N-acethyneuraminic acid-based compounds as potential rotavirus inhibitors. Our data suggests that it is indeed possible to inhibit adhesion of the virus, and hence in vitro replication, with carbohydrate-based molecules, although this inhibition, dues appear to be strain dependent.

  DOI：

  10.1021/jm950611f