2'-O-(3-aminopropyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxy)-1'-deoxy-1'-(4,6-difluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose | 1001640-34-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-O-(3-aminopropyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxy)-1'-deoxy-1'-(4,6-difluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose
• 英文别名: 3-[[(6aR,8R,9R,9aR)-8-(4,6-difluorobenzimidazol-1-yl)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]oxy]propan-1-amine
• CAS: 1001640-34-1
• 化学式: C₂₇H₄₅F₂N₃O₅Si₂
• 分子量: 585.839
• InChiKey: YRWUJEHIFUFJGI-MIRJVGOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  90
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2'-O-(3-aminopropyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxy)-1'-deoxy-1'-(4,6-difluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose 、 丁氧羰基-羟基化赖氨酸(TFA) 在 1-羟基苯并三唑 、 达卡巴嗪 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  A novel entry to 2′-O-aminopropyl modified nucleosides amenable for further modifications

  摘要：

  2'-O-aminopropyl modified 4,6-difluoro-substituted benzimidazole nucleosides were synthesized in a two-step synthesis via Michael reaction and a Raney-nickel catalyzed reduction in high yields. These building blocks were used as a starting point for the conjugation of different carboxylic acids to enhance the lipophilicity or cationic character of oligonucleotides when used in biological assays or medical applications. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.053
• 作为产物：
  描述：

  3-[[(6aR,8R,9R,9aR)-8-(4,6-difluorobenzimidazol-1-yl)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]oxy]propanenitrile 在 镍 氨 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、3.0 MPa 条件下， 反应 5.0h， 生成 2'-O-(3-aminopropyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxy)-1'-deoxy-1'-(4,6-difluoro-1H-benzimidazol-1-yl)-β-D-ribofuranose
  参考文献：
  名称：

  A novel entry to 2′-O-aminopropyl modified nucleosides amenable for further modifications

  摘要：

  2'-O-aminopropyl modified 4,6-difluoro-substituted benzimidazole nucleosides were synthesized in a two-step synthesis via Michael reaction and a Raney-nickel catalyzed reduction in high yields. These building blocks were used as a starting point for the conjugation of different carboxylic acids to enhance the lipophilicity or cationic character of oligonucleotides when used in biological assays or medical applications. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.053