bis(((2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl) phosphonate | 164652-28-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: bis(((2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl) phosphonate
• CAS: 164652-28-2
• 化学式: C₂₀H₂₃N₄O₉P
• 分子量: 494.398
• InChiKey: QSHKDQQHWDAXTR-CAOSSQGBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.03
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  163.71
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  三乙胺 、 bis(((2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl) phosphonate 在 selenium 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.17h， 生成 5-methyl-1-[(2R,5S)-5-[[[(2S,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,5-dihydrofuran-2-yl]methoxy-selenidophosphoryl]oxymethyl]-2,5-dihydrofuran-2-yl]pyrimidine-2,4-dione;triethylazanium
  参考文献：
  名称：

  A Convenient Route to Symmetric Phosphate, Phosphorothioate, and Phosphoroselenoate of AZT and D4T

  摘要：

  The symmetric phosphate, phosphonothioate, and phosphonoselenoate derivatives of AZT and D4T were synthesized in an expeditious way and high yields. The structures of these compounds were confirmed by the NMR and ESI-MS methods.

  DOI：

  10.1081/scc-120026358
• 作为产物：
  描述：

  司他夫定 在 diphenyl phosphite 作用下， 以 吡啶 为溶剂， 反应 2.0h， 生成 bis(((2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl) phosphonate
  参考文献：
  名称：

  A Convenient Route to Symmetric Phosphate, Phosphorothioate, and Phosphoroselenoate of AZT and D4T

  摘要：

  The symmetric phosphate, phosphonothioate, and phosphonoselenoate derivatives of AZT and D4T were synthesized in an expeditious way and high yields. The structures of these compounds were confirmed by the NMR and ESI-MS methods.

  DOI：

  10.1081/scc-120026358