6-deoxy-α-L-talose-1-phosphate triethylammonium salt | 1526988-32-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-deoxy-α-L-talose-1-phosphate triethylammonium salt
• CAS: 1526988-32-8
• 化学式: C₆H₁₃O₈P*C₆H₁₅N
• 分子量: 345.33
• InChiKey: SSOBPFKMOQIPPF-NSEWWYDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.73
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  139.92
• 氢给体数：
  5.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-piperidin-1-ylphosphinic acid 、 6-deoxy-α-L-talose-1-phosphate triethylammonium salt 在 4,5-二氰基咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以27 mg的产率得到disodium uridine 5'-diphospho-6-deoxy-α-L-talose
  参考文献：
  名称：

  An improved P(V)-N activation strategy for the synthesis of nucleoside diphosphate 6-deoxy-l-sugars

  摘要：

  Four nucleoside diphosphate 6-deoxy-(L)-sugars have been efficiently synthesized by coupling sugar-1-phosphates prepared from the H-phosphonate precursors with nucleoside 5'-phosphoropiperidates in the presence of 4,5-dicyanoimidazole (DCI) as the activator. Compared to the conventional 1H-tetrazole-promoted phosphoromorpholidate method, the new phosphoropiperidate/DCI system significantly shortened the reaction time and afforded nucleoside diphosphate sugars in excellent isolated yields. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.059
• 作为产物：
  描述：

  2,3,4-O-triacetyl-6-deoxy-α-L-talose-1-monophosphate triethylamine Salt 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以97%的产率得到6-deoxy-α-L-talose-1-phosphate triethylammonium salt
  参考文献：
  名称：

  An improved P(V)-N activation strategy for the synthesis of nucleoside diphosphate 6-deoxy-l-sugars

  摘要：

  Four nucleoside diphosphate 6-deoxy-(L)-sugars have been efficiently synthesized by coupling sugar-1-phosphates prepared from the H-phosphonate precursors with nucleoside 5'-phosphoropiperidates in the presence of 4,5-dicyanoimidazole (DCI) as the activator. Compared to the conventional 1H-tetrazole-promoted phosphoromorpholidate method, the new phosphoropiperidate/DCI system significantly shortened the reaction time and afforded nucleoside diphosphate sugars in excellent isolated yields. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.059