(1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-7-(tert-butyldimethylsilyl)oxy-1-(4,4'-dimethoxytrityl)oxymethyl-2,5-dioxabicyclo[2.2.1]heptane | 427889-66-5

• 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: (1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-7-(tert-butyldimethylsilyl)oxy-1-(4,4'-dimethoxytrityl)oxymethyl-2,5-dioxabicyclo[2.2.1]heptane
• CAS: 427889-66-5
• 化学式: C₄₅H₅₁N₃O₈Si
• 分子量: 790.001
• InChiKey: ANDFICBHSGMMHL-OMTSBSIHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.89
• 重原子数：
  57.0
• 可旋转键数：
  13.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  119.37
• 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)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-7-(tert-butyldimethylsilyl)oxy-1-(4,4'-dimethoxytrityl)oxymethyl-2,5-dioxabicyclo[2.2.1]heptane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以83%的产率得到(1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-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 、 4-二甲氨基吡啶 、 ammonium hydroxide 、 sodium hydroxide 、 三甲基氯硅烷 、 N,O-双三甲硅基乙酰胺 、 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 、 乙腈 为溶剂， 反应 518.25h， 生成 (1R,3S,4R,7S)-3-(4-N-benzoyl-5-methylcytosin-1-yl)-7-(tert-butyldimethylsilyl)oxy-1-(4,4'-dimethoxytrityl)oxymethyl-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