[(1R,3R,4R,5S)-4-hydroxy-3-[3-[(4-methoxyphenyl)methyl]-2,4-dioxopyrimidin-1-yl]-2,6-dioxabicyclo[3.2.0]heptan-1-yl]methyl 4-methylbenzenesulfonate | 314080-70-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(1R,3R,4R,5S)-4-hydroxy-3-[3-[(4-methoxyphenyl)methyl]-2,4-dioxopyrimidin-1-yl]-2,6-dioxabicyclo[3.2.0]heptan-1-yl]methyl 4-methylbenzenesulfonate
• CAS: 314080-70-1
• 化学式: C₂₅H₂₆N₂O₉S
• 分子量: 530.555
• InChiKey: NGXAUTAOUZMCMK-STAYPELNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  140
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(1R,3R,4R,5S)-4-hydroxy-3-[3-[(4-methoxyphenyl)methyl]-2,4-dioxopyrimidin-1-yl]-2,6-dioxabicyclo[3.2.0]heptan-1-yl]methyl 4-methylbenzenesulfonate 在 ammonium cerium(IV) nitrate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 21.0h， 生成 Benzoic acid (1R,3R,4R,5S)-3-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-2,6-dioxa-bicyclo[3.2.0]hept-1-ylmethyl ester
  参考文献：
  名称：

  DNA triplex structures are stabilized by the incorporation of 3′-endo blocked pyrimidine nucleosides in the hoogsteen strand

  摘要：

  A short route to pyrimidine locked nucleosides has been developed for their incorporation in tripler forming oligonucleotides (TFO). Compared to oligonucleotides built with standard nucleosides, the modified TFOs containing 3'-endo blocked residues formed, with their corresponding DNA duplexes, more stable triple helix systems, an effect which might be ascribed to the 3'-endo pucker of the modified nucleoside residues. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00434-0
• 作为产物：
  描述：

  [(3aS,6R,6aR)-6-[3-[(4-methoxyphenyl)methyl]-2,4-dioxopyrimidin-1-yl]-2,2-dimethyl-4-[(4-methylphenyl)sulfonyloxymethyl]-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-yl]methyl 4-methylbenzenesulfonate 在 sodium hydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 [(1R,3R,4R,5S)-4-hydroxy-3-[3-[(4-methoxyphenyl)methyl]-2,4-dioxopyrimidin-1-yl]-2,6-dioxabicyclo[3.2.0]heptan-1-yl]methyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  DNA triplex structures are stabilized by the incorporation of 3′-endo blocked pyrimidine nucleosides in the hoogsteen strand

  摘要：

  A short route to pyrimidine locked nucleosides has been developed for their incorporation in tripler forming oligonucleotides (TFO). Compared to oligonucleotides built with standard nucleosides, the modified TFOs containing 3'-endo blocked residues formed, with their corresponding DNA duplexes, more stable triple helix systems, an effect which might be ascribed to the 3'-endo pucker of the modified nucleoside residues. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00434-0