Thiophosphoric acid O-{2-[1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-ethyl} ester S-phenyl ester | 198822-75-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: Thiophosphoric acid O-{2-[1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-ethyl} ester S-phenyl ester
• CAS: 198822-75-2
• 化学式: C₂₀H₂₅N₂O₉PS
• 分子量: 500.466
• InChiKey: SABGSAJPAGAOBM-YFHUEUNASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  149.31
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Thiophosphoric acid O-{2-[1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-ethyl} ester S-phenyl ester 在 四氮唑 、 氨苯砜 作用下， 以59%的产率得到
  参考文献：
  名称：

  Synthesis and Properties of Conformationally Rigid Cyclouridylic Acids Having Covalent Bonding Linkers Between the Uracil 5-Position and the 5′-Phosphate Group

  摘要：

  Conformationally rigid cyclouridylic acid derivatives 2 and 3 having ethylene and propylene bridges, respectively, between the uracil 5-position and the 5'-phosphate group were synthesized. These intramolecularly cyclized compounds have predominantly the ribose pucker of C3'-endo and the g+ orientation around the C4'-C5' bond.

  DOI：

  10.1080/07328319708006125
• 作为产物：
  描述：

  Dithiophosphoric acid O-[2-(1-{(3aR,4R,6R,6aR)-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-ethyl] ester S,S'-diphenyl ester 在 三氟乙酸 、 三丁基氧化锡 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 Thiophosphoric acid O-{2-[1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-ethyl} ester S-phenyl ester
  参考文献：
  名称：

  Synthesis and Properties of Conformationally Rigid Cyclouridylic Acids Having Covalent Bonding Linkers Between the Uracil 5-Position and the 5′-Phosphate Group

  摘要：

  Conformationally rigid cyclouridylic acid derivatives 2 and 3 having ethylene and propylene bridges, respectively, between the uracil 5-position and the 5'-phosphate group were synthesized. These intramolecularly cyclized compounds have predominantly the ribose pucker of C3'-endo and the g+ orientation around the C4'-C5' bond.

  DOI：

  10.1080/07328319708006125