[(2R,3S,4R,5R,6R)-5-acetamido-3,4-diacetyloxy-6-[[hexoxy(hydroxy)phosphoryl]oxy-hydroxyphosphoryl]oxyoxan-2-yl]methyl acetate | 1301120-94-4

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: [(2R,3S,4R,5R,6R)-5-acetamido-3,4-diacetyloxy-6-[[hexoxy(hydroxy)phosphoryl]oxy-hydroxyphosphoryl]oxyoxan-2-yl]methyl acetate
• CAS: 1301120-94-4
• 化学式: C₂₀H₃₅NO₁₅P₂
• 分子量: 591.443
• InChiKey: CADGBYVHCOQMEE-LASHMREHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  38
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  220
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4R,5R,6R)-5-acetamido-3,4-diacetyloxy-6-[[hexoxy(hydroxy)phosphoryl]oxy-hydroxyphosphoryl]oxyoxan-2-yl]methyl acetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Diphosphate formation using cyanuric chloride or triisopropylbenzenesulfonyl chloride as the activating agents

  摘要：

  By using cyanuric chloride or 2,4,6-triisopropylbenzenesulfonyl chloride (TIPSCl) as the condensing agent and magnesium bromide as the promoter, the phosphate cross-coupling reactions are effectively carried out to give lipid-saccharide and pyrrolidine-guanosine diphosphates. Under optimized conditions, the TIPSCl-facilitated cross-coupling reactions complete in a short reaction time (similar to 5 h) without the complication of possible self-coupling reactions. (c) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.034
• 作为产物：
  描述：

  phosphoric acid monohexyl ester mono(triethylammonium) salt 、 triethylammonium 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranose-1-yl phosphate 在 吡啶 、 三聚氯氰 、 magnesium bromide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 [(2R,3S,4R,5R,6R)-5-acetamido-3,4-diacetyloxy-6-[[hexoxy(hydroxy)phosphoryl]oxy-hydroxyphosphoryl]oxyoxan-2-yl]methyl acetate
  参考文献：
  名称：

  Diphosphate formation using cyanuric chloride or triisopropylbenzenesulfonyl chloride as the activating agents

  摘要：

  By using cyanuric chloride or 2,4,6-triisopropylbenzenesulfonyl chloride (TIPSCl) as the condensing agent and magnesium bromide as the promoter, the phosphate cross-coupling reactions are effectively carried out to give lipid-saccharide and pyrrolidine-guanosine diphosphates. Under optimized conditions, the TIPSCl-facilitated cross-coupling reactions complete in a short reaction time (similar to 5 h) without the complication of possible self-coupling reactions. (c) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.034