5'-amino-3'-O-(tert-butyldimethylsilyl)-2',5'-dideoxy-2'-fuoro-5'-N-(4'-monomethoxytrityl)cytidine | 1094601-71-4

• 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-3'-O-(tert-butyldimethylsilyl)-2',5'-dideoxy-2'-fuoro-5'-N-(4'-monomethoxytrityl)cytidine
• 英文别名: 4-amino-1-[(2R,3R,4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-3-fluoro-5-[[[(4-methoxyphenyl)-diphenylmethyl]amino]methyl]oxolan-2-yl]pyrimidin-2-one
• CAS: 1094601-71-4
• 化学式: C₃₅H₄₃FN₄O₄Si
• 分子量: 630.835
• InChiKey: ZTYTXXLAFKERIR-PYTKSMOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  98.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5'-amino-3'-O-(tert-butyldimethylsilyl)-2',5'-dideoxy-2'-fuoro-5'-N-(4'-monomethoxytrityl)cytidine 、 苯甲酰氯 在 吡啶 作用下， 反应 0.5h， 生成
  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：

  5'-amino-3'-O-(tert-butyldimethylsilyl)-2',5'-dideoxy-2'-fuoro-5'-N-(4'-monomethoxytrityl)uridine 在 4-二甲氨基吡啶 、 2,4,6-三异丙基苯磺酰氯 、 三乙胺 、 ammonium hydroxide 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以96%的产率得到5'-amino-3'-O-(tert-butyldimethylsilyl)-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