(S)-2-{[(1S,4R)-4-(4-Amino-pyrrolo[2,3-d]pyrimidin-7-yl)-cyclopent-2-enylmethoxy]-phenoxy-phosphorylamino}-propionic acid benzyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-{[(1S,4R)-4-(4-Amino-pyrrolo[2,3-d]pyrimidin-7-yl)-cyclopent-2-enylmethoxy]-phenoxy-phosphorylamino}-propionic acid benzyl ester
• 英文别名: benzyl (2S)-2-[[[(1S,4R)-4-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)cyclopent-2-en-1-yl]methoxy-phenoxyphosphoryl]amino]propanoate
• 化学式: C₂₈H₃₀N₅O₅P
• 分子量: 547.55
• InChiKey: FGHFFJWIEBAPOV-TUOWAAJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4,6-二氯嘧啶-5-乙醛 在 吡啶 、 盐酸 、 叔丁基氯化镁 、 ammonium chloride 、 氨 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 为溶剂， 反应 84.0h， 生成 (S)-2-{[(1S,4R)-4-(4-Amino-pyrrolo[2,3-d]pyrimidin-7-yl)-cyclopent-2-enylmethoxy]-phenoxy-phosphorylamino}-propionic acid benzyl ester
  参考文献：
  名称：

  Phosphoramidate Protides of Carbocyclic 2′,3′‐Dideoxy‐2′,3′‐Didehydro‐7‐Deazaadenosine with Potent Activity Against HIV and HBV

  摘要：

  Synthesis of phosphoramidate protides of carbocyclic D- and L-2',3'-dideoxy-2',3' -didehydro-7-deazaadenosine by treatment of the nucleoside with phosphorochloridates in the presence of pyridine and t-BuMgCl is described. Several of these protides showed significantly improved antiviral potency over the parent nucleosides against both HIV and HBV.

  DOI：

  10.1081/ncn-200040678

文献信息

• Phosphoramidate Protides of Carbocyclic 2′,3′‐Dideoxy‐2′,3′‐Didehydro‐7‐Deazaadenosine with Potent Activity Against HIV and HBV
  作者：Kristjan S. Gudmundsson、Zhicheng Wang、Susan M. Daluge、Lance C. Johnson、Richard Hazen、Lynn D. Condreay、Christopher McGuigan

  DOI：10.1081/ncn-200040678

  日期：2004.1.12

  Synthesis of phosphoramidate protides of carbocyclic D- and L-2',3'-dideoxy-2',3' -didehydro-7-deazaadenosine by treatment of the nucleoside with phosphorochloridates in the presence of pyridine and t-BuMgCl is described. Several of these protides showed significantly improved antiviral potency over the parent nucleosides against both HIV and HBV.