[(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 | 314080-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(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
• CAS: 314080-67-6
• 化学式: C₃₅H₃₈N₂O₁₂S₂
• 分子量: 742.825
• InChiKey: VOXMIJDIKJNGLX-YKILCQELSA-N

物化性质

• 沸点：
  850.7±75.0 °C(Predicted)
• 密度：
  1.366±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  51
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  181
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  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 ammonium cerium(IV) nitrate 、 sodium hydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 28.0h， 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：

  1-((3aR,4R,6aS)-6,6-Bis-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2,4-dione 在 4-二甲氨基吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 [(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
  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

文献信息

• DNA triplex structures are stabilized by the incorporation of 3′-endo blocked pyrimidine nucleosides in the hoogsteen strand
  作者：Pascal Savy、Rachid Benhida、Jean-Louis Fourrey、Rosalie Maurisse、Jian-Sheng Sun

  DOI：10.1016/s0960-894x(00)00434-0

  日期：2000.10

  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.