1-((1R,3R,4S,7S)-1-((S)-1-((tert-butyldimethylsilyl)oxy)but-3-en-1-yl)-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-pyrimidine-2,4(1H,3H)-dione | 1453217-88-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-((1R,3R,4S,7S)-1-((S)-1-((tert-butyldimethylsilyl)oxy)but-3-en-1-yl)-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-pyrimidine-2,4(1H,3H)-dione
• 英文别名: 1-[(1R,3R,4S,7S)-1-[(1S)-1-[tert-butyl(dimethyl)silyl]oxybut-3-enyl]-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptan-3-yl]pyrimidine-2,4-dione
• CAS: 1453217-88-3
• 化学式: C₁₉H₃₀N₂O₆Si
• 分子量: 410.542
• InChiKey: YGSDSJLWODMUND-CKHSFURWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.53
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  102.78
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  (S)-1-((2S,3S,3aS,9aR)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-3-(naphthalen-2-ylmethoxy)-6-oxo-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-yl)but-3-en-1-yl acetate 在 吡啶 、 四丁基氟化铵 、 水 、 溶剂黄146 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 135.0h， 生成 1-((1R,3R,4S,7S)-1-((S)-1-((tert-butyldimethylsilyl)oxy)but-3-en-1-yl)-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  A Constrained Tricyclic Nucleic Acid Analogue of α-l-LNA: Investigating the Effects of Dual Conformational Restriction on Duplex Thermal Stability

  摘要：

  A constrained tricyclic analogue of alpha-L-LNA (2), which contains dual modes of conformational restriction about the ribose sugar moiety, has been synthesized and characterized by X-ray crystallography. Thermal denaturation experiments of oligonucleotide sequences containing this tricyclic alpha-L-LNA analogue (alpha-L-TriNA 2, 5) indicate that this modification is moderately stabilizing when paired with complementary DNA and RNA, but less stabilizing than both alpha-L-LNA (2) and alpha-L-TriNA 1 (4).

  DOI：

  10.1021/jo401170y