5'-O-(dimethoxytrityl)thymidin-3'-yl 3'-O-(dimethoxytrityl)thymidin-5'-yl 2,2,2-trimethylacetylphosphonothioate

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5'-O-(dimethoxytrityl)thymidin-3'-yl 3'-O-(dimethoxytrityl)thymidin-5'-yl 2,2,2-trimethylacetylphosphonothioate
• 英文别名: 1-[(2R,4S,5R)-4-[bis(4-methoxyphenyl)-phenylmethoxy]-5-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-(2,2-dimethylpropanoyl)phosphinothioyl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• 化学式: C₆₇H₇₁N₄O₁₅PS
• 分子量: 1235.36
• InChiKey: PEXBTKPJMQGLOY-HKHTUPCOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  88
• 可旋转键数：
  24
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  240
• 氢给体数：
  2
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  3’-O-(4,4’-二甲氧基三苯甲基)胸苷 、 5'-O-dimethoxytritylthymidine 3'-H-phosphonothioate triethyl ammonium salt 在 三甲基乙酰氯 作用下， 以 吡啶 为溶剂， 反应 0.05h， 以5%的产率得到5'-O-(dimethoxytrityl)thymidin-3'-yl 3'-O-(dimethoxytrityl)thymidin-5'-yl 2,2,2-trimethylacetylphosphonothioate
  参考文献：
  名称：

  Nucleoside H-Phosphonates. 17. Synthetic and ³¹P NMR Studies on the Preparation of Dinucleoside H-Phosphonothioates

  摘要：

  Formation of H-phosphonothioate diesters via condensation of H-phosphonate monoesters with a hydroxylic component in the presence of various coupling agents and possible side reactions that may accompany this process were studied using P-31 NMR spectroscopy. Optimal reaction conditions, which eliminate or significantly suppress the side reactions, have been designed and assessed in syntheses of dinucleoside H-phosphonothioate diesters.

  DOI：

  10.1021/jo960810m

文献信息

• Nucleoside H-Phosphonates. 17. Synthetic and ³¹P NMR Studies on the Preparation of Dinucleoside H-Phosphonothioates
  作者：Rula Zain、Jacek Stawiński

  DOI：10.1021/jo960810m

  日期：1996.1.1

  Formation of H-phosphonothioate diesters via condensation of H-phosphonate monoesters with a hydroxylic component in the presence of various coupling agents and possible side reactions that may accompany this process were studied using P-31 NMR spectroscopy. Optimal reaction conditions, which eliminate or significantly suppress the side reactions, have been designed and assessed in syntheses of dinucleoside H-phosphonothioate diesters.