((2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3-((2-(trimethylsilyl)ethoxy)methyl)-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate | 1233037-19-8

• 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-(5-methyl-2,4-dioxo-3-((2-(trimethylsilyl)ethoxy)methyl)-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate
• CAS: 1233037-19-8
• 化学式: C₂₀H₃₂N₂O₈Si
• 分子量: 456.568
• InChiKey: YPOLGIVCXUYNDY-RCCFBDPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  115.06
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  ((2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3-((2-(trimethylsilyl)ethoxy)methyl)-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate 在 四氯化锡 作用下， 以93%的产率得到3,5-双-O-乙酰胸苷
  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：

  2-(三甲基硅烷基)乙氧甲基氯 、 3,5-双-O-乙酰胸苷 在 N,N-二异丙基乙胺 作用下， 以90%的产率得到((2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3-((2-(trimethylsilyl)ethoxy)methyl)-3,4-dihydropyrimidin-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