3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-dithymidylyl-3',5'-O-methylphosphate | 130856-82-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: 3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-dithymidylyl-3',5'-O-methylphosphate
• 英文别名: [(2R,3S,5R)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methoxyphosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] acetate
• CAS: 130856-82-5
• 化学式: C₄₄H₄₉N₄O₁₅P
• 分子量: 904.865
• InChiKey: WIQKRDBRXKBTMT-IIDPSNPOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  64
• 可旋转键数：
  18
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  216
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-dithymidylyl-3',5'-O-methylphosphate 在 叔丁胺 作用下， 以 甲醇 为溶剂， 以74%的产率得到[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl methyl phosphate
  参考文献：
  名称：

  Rapid and Efficient Syntheses of Phosphorylated Dinucleotides

  摘要：

  Nine or ten-step solution phase syntheses of the dimers dpApA, dApAp, dpTpT and dTpTp in 0.1-0.5 g amounts, in overall yields of 49%, 45%, 32%, and 20% respectively, are described. The synthetic intermediates were characterized by H-1 and P-31 NMR and the structures of the final products were established by hydrolysis with alkaline phosphatase and comparison of the products with authentic samples.

  DOI：

  10.1080/15257779408011881
• 作为产物：
  描述：

  [(2R,3S,5R)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-methoxyphosphanyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] acetate 在 四氮唑 、 作用下， 生成 3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-dithymidylyl-3',5'-O-methylphosphate
  参考文献：
  名称：

  Helinski, Jan; Dabkowski, Wojciech; Michalski, Jan, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 76, # 1-4, p. 135 - 138

  摘要：

  DOI：

文献信息

• Efficient oxygenation of thiophosphoryl and selenophosphoryl groups using trifluoroacetic anhydride
  作者：Jan Heliński、Zbisniew Skrzypczyński、Jacek Wasiak、Jan Michalski

  DOI：10.1016/s0040-4039(00)94505-2

  日期：1990.1

  Trifluoroacetic anhydride reacts with organophosphorus compounds containing thiophosphoryl and selenophosphoryl groups converting them in high yield to the corresponding oxygenated systems.

  三氟乙酸酐与含有硫代磷酰基和硒代磷酰基的有机磷化合物反应，将它们高产率地转化为相应的氧化体系。
• Dithymidylyl-3′,5′-phosphorofluoridates: new synthesis and stability under solvolytic conditions
  作者：Konrad Misiura、Daria Pietrasiak、Wojciech J. Stec

  DOI：10.1039/c39950000613

  日期：——

  Dithymidylyl-3′,5′-phosphorofluoridates, prepared by nucleophilic substitution of methylselenyl by fluoride ion, are relatively unstable under solvolytic conditions and undergo rapid base-catalysed hydrolysis/methanolysis.

  通过氟离子对甲基硒的亲核取代制备的二硫代-3,5,2-氟磷酸酯在溶解条件下相对不稳定，会在碱催化下发生快速水解/甲醇分解。
• DAHL, BJARNE H.;BJERGARDE, KIRSTEN;HENRIKSEN, LARS;DAHL, OTTO, ACTA CHEM. SCAND., 44,(1990) N, C. 639-641
  作者：DAHL, BJARNE H.、BJERGARDE, KIRSTEN、HENRIKSEN, LARS、DAHL, OTTO

  DOI：——

  日期：——