1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[1,2,4-triazol-1-yl(trifluoromethyl)phosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione | 146848-05-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[1,2,4-triazol-1-yl(trifluoromethyl)phosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 146848-05-7
• 化学式: C₃₄H₃₃F₃N₅O₇P
• 分子量: 711.634
• InChiKey: UCXZPXSXDSMUME-UXEMHXHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  50
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  126
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[1,2,4-triazol-1-yl(trifluoromethyl)phosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione 在 叔丁基过氧化氢 、 水 作用下， 生成 Trifluoromethyl-phosphonic acid mono-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester
  参考文献：
  名称：

  Trifluoromethylphosphinyl bis-triazolides in the synthesis of trifluoromethylphosphonate analogues of nucleotides

  摘要：

  The bis-triazolide of trifluoromethylphosphinic acid is prepared from trifluoromethylphosphorous dibromide, CF3PBr2, and reacted in situ with alcohols. The resulting triazolomonoesters are efficiently hydrolysed and oxidised to give trifluoromethylphosphonate monoesters, as shown for the nucleotide analogues adenosine 5'-O-trifluoromethylphosphonate and 2'-O-deoxythymidine 3'-O-trifluoromethylphosphonate, novel nucleotside esters having a trifluoromethylphosphoryl function.

  DOI：

  10.1016/s0040-4039(00)60080-1
• 作为产物：
  描述：

  trifluoromethylphosphorous bis-triazolide 、 保护胸苷 以 1,4-二氧六环 为溶剂， 生成 1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[1,2,4-triazol-1-yl(trifluoromethyl)phosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Trifluoromethylphosphinyl bis-triazolides in the synthesis of trifluoromethylphosphonate analogues of nucleotides

  摘要：

  The bis-triazolide of trifluoromethylphosphinic acid is prepared from trifluoromethylphosphorous dibromide, CF3PBr2, and reacted in situ with alcohols. The resulting triazolomonoesters are efficiently hydrolysed and oxidised to give trifluoromethylphosphonate monoesters, as shown for the nucleotide analogues adenosine 5'-O-trifluoromethylphosphonate and 2'-O-deoxythymidine 3'-O-trifluoromethylphosphonate, novel nucleotside esters having a trifluoromethylphosphoryl function.

  DOI：

  10.1016/s0040-4039(00)60080-1