1,2,3-tri-O-acetyl-4,6-(R)-O-(2'-trifluoromethanesulfonyloxyethylidene)-α-D-glucopyranose | 193072-88-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1,2,3-tri-O-acetyl-4,6-(R)-O-(2'-trifluoromethanesulfonyloxyethylidene)-α-D-glucopyranose
• CAS: 193072-88-7
• 化学式: C₁₅H₁₉F₃O₁₂S
• 分子量: 480.37
• InChiKey: CGUGOTIPMBIXSI-HUXGKSLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.25
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  149.96
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  1,2,3-tri-O-acetyl-4,6-(R)-O-(2'-trifluoromethanesulfonyloxyethylidene)-α-D-glucopyranose 在 sodium methylate 、 sodium iodide 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 48.0h， 生成 4,6-(R)-O-(2'-iodoethylidene)-α,β-D-glucopyranose
  参考文献：
  名称：

  Synthesis of iodobenzylidene and iodoethylidene acetals of d-glucose

  摘要：

  The synthesis of two iodinated acetals of D-glucose, analogues of D-glucose acetals which are known to interact with the glucose transport protein GLuT, is presented. The iodobenzylidene acetal was obtained by acetalation of 1,2,3-tri-O-acetyl-D-glucopyranose, whereas the iodoethylidene acetal was prepared from the corresponding prop-2-enylidene derivative by an ozonation/reduction sequence, followed by iodination of the resulting hydroxyethylidene derivative. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00088-8
• 作为产物：
  描述：

  4,6-(R)-O-(prop-2-enylidene)-1,2,3-tri-O-acetyl-D-glucopyranose 在 2,4,6-三甲基吡啶 、 氧气 、 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 1,2,3-tri-O-acetyl-4,6-(R)-O-(2'-trifluoromethanesulfonyloxyethylidene)-α-D-glucopyranose
  参考文献：
  名称：

  Synthesis of iodobenzylidene and iodoethylidene acetals of d-glucose

  摘要：

  The synthesis of two iodinated acetals of D-glucose, analogues of D-glucose acetals which are known to interact with the glucose transport protein GLuT, is presented. The iodobenzylidene acetal was obtained by acetalation of 1,2,3-tri-O-acetyl-D-glucopyranose, whereas the iodoethylidene acetal was prepared from the corresponding prop-2-enylidene derivative by an ozonation/reduction sequence, followed by iodination of the resulting hydroxyethylidene derivative. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00088-8