2'-bromo-3',4'-didehydro-2',3'-dideoxy-5'-O-trityl-2',3'-secouridine | 212792-55-7

• 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: 2'-bromo-3',4'-didehydro-2',3'-dideoxy-5'-O-trityl-2',3'-secouridine
• CAS: 212792-55-7
• 化学式: C₂₈H₂₅BrN₂O₄
• 分子量: 533.422
• InChiKey: WBRPRJKQZZWKLM-AREMUKBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  35.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  73.32
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2'-bromo-3',4'-didehydro-2',3'-dideoxy-5'-O-trityl-2',3'-secouridine 在 溶剂黄146 作用下， 以68.7%的产率得到2'-bromo-3',4'-didehydro-2,'3'-dideoxy-2',3'-secouridine
  参考文献：
  名称：

  Synthesis and Reactions of Some 3′,4′-Unsaturated 2′,3′-Secouridine Analogues

  摘要：

  2',3'-Dibromo-2',3'-dideoxy-5'-O-trityl-2',3'-secouridine (8) with sd-KF gave the 3',4'-didehydro-2,2'-anhydro nucleoside 9, which was deprotected to 10. Hydrolysis of 9 gave 3',4'-didehydro-3'-deoxy-5'-O-trityl-2',3'-secouridine (11a). Similarly, compound 9 with pyridinium halides gave the corresponding 2'-deoxy-2'-halo nucleosides (11b-d). Compound 11d with azide ion gave 2'-azido analogue 11e. Compound 9 with an excess amount of azide ion gave the 2'-azido triazole (13).

  DOI：

  10.1080/07328319808003475
• 作为产物：
  描述：

  2,2'-anhydro-3',4'-didehydro-3'-deoxy-5'-O-trityl-2',3'-secouridine 在 吡啶溴化氢盐 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以50%的产率得到2'-bromo-3',4'-didehydro-2',3'-dideoxy-5'-O-trityl-2',3'-secouridine
  参考文献：
  名称：

  Synthesis and Reactions of Some 3′,4′-Unsaturated 2′,3′-Secouridine Analogues

  摘要：

  2',3'-Dibromo-2',3'-dideoxy-5'-O-trityl-2',3'-secouridine (8) with sd-KF gave the 3',4'-didehydro-2,2'-anhydro nucleoside 9, which was deprotected to 10. Hydrolysis of 9 gave 3',4'-didehydro-3'-deoxy-5'-O-trityl-2',3'-secouridine (11a). Similarly, compound 9 with pyridinium halides gave the corresponding 2'-deoxy-2'-halo nucleosides (11b-d). Compound 11d with azide ion gave 2'-azido analogue 11e. Compound 9 with an excess amount of azide ion gave the 2'-azido triazole (13).

  DOI：

  10.1080/07328319808003475