5'-amino-4-N-benzoyl-2',5'-dideoxy-2'-fuoro-5'-N-(4'-monomethoxytrityl)cytidine | 1094601-72-5

• 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: 5'-amino-4-N-benzoyl-2',5'-dideoxy-2'-fuoro-5'-N-(4'-monomethoxytrityl)cytidine
• 英文别名: N-[1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-[[[(4-methoxyphenyl)-diphenylmethyl]amino]methyl]oxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide
• CAS: 1094601-72-5
• 化学式: C₃₆H₃₃FN₄O₅
• 分子量: 620.68
• InChiKey: ALUSMQVWQVPYOR-UVBUXLLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5'-amino-4-N-benzoyl-2',5'-dideoxy-2'-fuoro-5'-N-(4'-monomethoxytrityl)cytidine 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以46%的产率得到5'-amino-4-N-benzoyl-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphinyl]-2',5'-dideoxy-2'-fuoro-5'-N-(4'-monomethoxytrityl)cytidine
  参考文献：
  名称：

  Synthesis and properties of siRNAs containing 5′-amino-2′,5′-dideoxy-2′α-fluororibonucleosides

  摘要：

  Short interfering RNAs (siRNAs) containing P3'-> N5' phosphoramidate linkages were successfully synthesized by introducing 2'-deoxy-2'-fluororibonucleoside and 5'-amino-2',5'-dideoxy-2'alpha-fluororibonucleoside in succession. It was found that the introduction of 5'-amino-2',5'-dideoxy-2'alpha-fluororibonucleosides into siRNAs improved the nuclease-resistant properties of the siRNAs without loss of their silencing efficacy. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.117
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以45 mg的产率得到5'-amino-4-N-benzoyl-2',5'-dideoxy-2'-fuoro-5'-N-(4'-monomethoxytrityl)cytidine
  参考文献：
  名称：

  Synthesis and properties of siRNAs containing 5′-amino-2′,5′-dideoxy-2′α-fluororibonucleosides

  摘要：

  Short interfering RNAs (siRNAs) containing P3'-> N5' phosphoramidate linkages were successfully synthesized by introducing 2'-deoxy-2'-fluororibonucleoside and 5'-amino-2',5'-dideoxy-2'alpha-fluororibonucleoside in succession. It was found that the introduction of 5'-amino-2',5'-dideoxy-2'alpha-fluororibonucleosides into siRNAs improved the nuclease-resistant properties of the siRNAs without loss of their silencing efficacy. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.117