Phenyl-phosphonic acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (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 | 152508-27-5

• 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: Phenyl-phosphonic acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (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
• CAS: 152508-27-5
• 化学式: C₄₇H₄₈N₇O₁₁P
• 分子量: 917.912
• InChiKey: XTNIEOMFZRSBQH-HUKPXMHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  66.0
• 可旋转键数：
  16.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  226.39
• 氢给体数：
  3.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  Phenyl-phosphonic acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (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 在 溶剂黄146 作用下， 反应 0.5h， 以95%的产率得到
  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：

  5'-O-dimethoxytritylthimidine-3'-O-phenylphosphonate triethylammonium salt 在 吡啶 、 N-甲基咪唑 、 ammonium hydroxide 、 四丁基氟化铵 、 <(6-Nitrobenzotriazol-1-yl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 96.75h， 生成 Phenyl-phosphonic acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (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：

  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