((2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl ((2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl) phenylphosphonate | 152508-29-7

• 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: ((2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl ((2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl) phenylphosphonate
• CAS: 152508-29-7
• 化学式: C₅₃H₅₂N₅O₁₃P
• 分子量: 997.995
• InChiKey: ZANHPMMCVYAQES-QKULWFSVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.24
• 重原子数：
  72.0
• 可旋转键数：
  18.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  220.76
• 氢给体数：
  3.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  ((2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl ((2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl) phenylphosphonate 在 吡啶 、 ammonium hydroxide 、 溶剂黄146 作用下， 反应 96.5h， 生成 Thymidylyl-(3')-2'-deoxycytidyl phenylphosphonate
  参考文献：
  名称：

  Synthesis and Separation of Dinucleoside Phenylphosphonate Diastereomers

  摘要：

  Dinucleoside phenylphosphonates have been synthesized in excellent yields using 6-Nitrobenzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (NBOP) as a coupling reagent. A general method for the resolution of two diastereomers of phenylphosphonate dimers has been developed.

  DOI：

  10.1080/15257779408011877
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以46%的产率得到((2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl ((2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl) phenylphosphonate
  参考文献：
  名称：

  Synthesis and Separation of Dinucleoside Phenylphosphonate Diastereomers

  摘要：

  Dinucleoside phenylphosphonates have been synthesized in excellent yields using 6-Nitrobenzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (NBOP) as a coupling reagent. A general method for the resolution of two diastereomers of phenylphosphonate dimers has been developed.

  DOI：

  10.1080/15257779408011877