((2R,3S,5R)-3-acetoxy-5-((S)-5-((1-((2R,4S,5R)-4-acetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)-5-methyl-2,4-dioxotetrahydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate | 1233036-92-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: ((2R,3S,5R)-3-acetoxy-5-((S)-5-((1-((2R,4S,5R)-4-acetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)-5-methyl-2,4-dioxotetrahydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate
• CAS: 1233036-92-4
• 化学式: C₂₈H₃₆N₄O₁₄
• 分子量: 652.612
• InChiKey: WNOMLIWPSWQJOS-QQKUSNPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.97
• 重原子数：
  46.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  227.93
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  ((2R,3S,5R)-3-acetoxy-5-((S)-5-((1-((2R,4S,5R)-4-acetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)-5-methyl-2,4-dioxotetrahydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate 在 ammonium hydroxide 作用下， 反应 24.0h， 生成 5S-(α-thymidyl)-5,6-dihydrothymidine
  参考文献：
  名称：

  An Efficient Deprotection of N-Trimethylsilylethoxymethyl (SEM) Groups From Dinucleosides and Dinucleotides

  摘要：

  A convenient and efficient method for deprotection of N-(trimethyl)silylethoxymethyl (SEM) groups from thymidine dinucleoside and dinucleotide has been achieved. The SEM groups were easily removed in excellent yields from protected nucleosides, dinucleosides, and dinucleotides.

  DOI：

  10.1080/15257771003612847
• 作为产物：
  描述：

  (5S)-N3(A/B)-di-trimethylsilylethoxymethyl-5-(α-thymidyl)-5,6-dihydrothymidine 在 吡啶 、 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 ((2R,3S,5R)-3-acetoxy-5-((S)-5-((1-((2R,4S,5R)-4-acetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)-5-methyl-2,4-dioxotetrahydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate
  参考文献：
  名称：

  An Efficient Deprotection of N-Trimethylsilylethoxymethyl (SEM) Groups From Dinucleosides and Dinucleotides

  摘要：

  A convenient and efficient method for deprotection of N-(trimethyl)silylethoxymethyl (SEM) groups from thymidine dinucleoside and dinucleotide has been achieved. The SEM groups were easily removed in excellent yields from protected nucleosides, dinucleosides, and dinucleotides.

  DOI：

  10.1080/15257771003612847