(1R,3S,4R,7S)-7-(tert-butyldimethylsilyloxy)-1-(4,4'-dimethoxytrityl)oxymethyl-3-(5-methylcytosin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane | 427889-65-4

• 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: (1R,3S,4R,7S)-7-(tert-butyldimethylsilyloxy)-1-(4,4'-dimethoxytrityl)oxymethyl-3-(5-methylcytosin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane
• CAS: 427889-65-4
• 化学式: C₃₈H₄₇N₃O₇Si
• 分子量: 685.893
• InChiKey: QJJVSWNUIGNFOT-HUBORAPOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  49.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  116.29
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (1R,3S,4R,7S)-7-(tert-butyldimethylsilyloxy)-1-(4,4'-dimethoxytrityl)oxymethyl-3-(5-methylcytosin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 2.75h， 生成 (1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(O-2-cyanoethyl-N,N-diisopropylphosphityl)oxy-2,5-dioxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  α-LNA (Locked Nucleic Acid withα-D-Configuration): Synthesis and Selective Parallel Recognition of RNA

  摘要：

  alpha-LNA is presented as a stereoisomer of LNA (locked nucleic acid) with alpha-D-configuration. Three different approaches towards the thymine a-LNA monomer as well as the 5-methylcytosine alpha-LNA monomer are presented. Different alpha-LNA sequences have been synthesised and their hybridisation with complementary DNA and RNA has been evaluated by means of thermal stability experiments and circular dichroism spectroscopy. In a mixed pyrimidine sequence, alpha-LNA displays unprecedented parallel-stranded and selective RNA binding. Furthermore, a remarkable selectivity for hybridisation with RNA over DNA is indicated.

  DOI：

  10.1002/1521-3765(20020201)8:3<712::aid-chem712>3.0.co;2-0
• 作为产物：
  描述：

  胸腺嘧啶 在 20percent Pd(OH)2/C 吡啶 、 咪唑 、 ammonium hydroxide 、 氢气 、 silver nitrate 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 321.0h， 生成 (1R,3S,4R,7S)-7-(tert-butyldimethylsilyloxy)-1-(4,4'-dimethoxytrityl)oxymethyl-3-(5-methylcytosin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  α-LNA (Locked Nucleic Acid withα-D-Configuration): Synthesis and Selective Parallel Recognition of RNA

  摘要：

  alpha-LNA is presented as a stereoisomer of LNA (locked nucleic acid) with alpha-D-configuration. Three different approaches towards the thymine a-LNA monomer as well as the 5-methylcytosine alpha-LNA monomer are presented. Different alpha-LNA sequences have been synthesised and their hybridisation with complementary DNA and RNA has been evaluated by means of thermal stability experiments and circular dichroism spectroscopy. In a mixed pyrimidine sequence, alpha-LNA displays unprecedented parallel-stranded and selective RNA binding. Furthermore, a remarkable selectivity for hybridisation with RNA over DNA is indicated.

  DOI：

  10.1002/1521-3765(20020201)8:3<712::aid-chem712>3.0.co;2-0