| 1384164-17-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• CAS: 1384164-17-3
• 化学式: C₅₈H₆₉ClN₉O₁₅PSi₂
• 分子量: 1254.83
• InChiKey: UKGVXVQSAOBVSW-UUHKQWNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.85
• 重原子数：
  86.0
• 可旋转键数：
  22.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  304.95
• 氢给体数：
  3.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  、 5'-O-DMTr-2'-O-TBDMS-uridine-3'-O-(2-chlorophenyl)phosphate triethylammonium salt 在 吡啶 、 苯甲基-2-磺酰三硝基三氮唑 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.17h， 以64%的产率得到
  参考文献：
  名称：

  Chemical synthesis of bioactive siRNA in solution phase by using 2-(azidomethyl)benzoyl as 3′-hydroxyl group protecting group

  摘要：

  A protecting group AZMB was introduced to ribonucleosides 3'-hydroxyl group to facilitate solution phase synthesis of siRNA. The protection and cleavage reaction were carried out in mild conditions, that is protection by acyl chloride and cleavage by triphenylphosphine. The synthesized siRNA showed good biological activity to suppress targeted superoxide dismutase gene expression. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.027
• 作为产物：
  描述：

  3'-O-(2-azidomethlbenzoyl)-2'-O-TBDMS-N-Bz-cytidine 、 5'-O-DMTr-2'-O-TBDMS-N-Bz-cytidine -3'-O-(2-chlorophenyl)phosphate triethylammonium salt 在 吡啶 、 苯甲基-2-磺酰三硝基三氮唑 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.17h， 以82%的产率得到
  参考文献：
  名称：

  Chemical synthesis of bioactive siRNA in solution phase by using 2-(azidomethyl)benzoyl as 3′-hydroxyl group protecting group

  摘要：

  A protecting group AZMB was introduced to ribonucleosides 3'-hydroxyl group to facilitate solution phase synthesis of siRNA. The protection and cleavage reaction were carried out in mild conditions, that is protection by acyl chloride and cleavage by triphenylphosphine. The synthesized siRNA showed good biological activity to suppress targeted superoxide dismutase gene expression. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.027