5'-O-(4,4'-dimethoxytrityl)-4-N-[(dimethylamino)methylene]-2'-O-(tert-butyldimethylsilyl)cytidine 3'-H-phosphonate triethylammonium salt | 1107613-87-5

• 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-(4,4'-dimethoxytrityl)-4-N-[(dimethylamino)methylene]-2'-O-(tert-butyldimethylsilyl)cytidine 3'-H-phosphonate triethylammonium salt
• CAS: 1107613-87-5
• 化学式: C₆H₁₅N*C₃₉H₅₁N₄O₉PSi
• 分子量: 880.106
• InChiKey: SYDOASCUUFWTHG-YBIBHCCOSA-N

反应信息

• 作为产物：
  描述：

  、 N,N-二甲基甲酰胺二甲基缩醛 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 5'-O-(4,4'-dimethoxytrityl)-4-N-[(dimethylamino)methylene]-2'-O-(tert-butyldimethylsilyl)cytidine 3'-H-phosphonate triethylammonium salt
  参考文献：
  名称：

  Stereochemistry of internucleotide bond formation by the H-phosphonate method. Part 6: Optimization of the reaction conditions towards highest stereoselectivity

  摘要：

  The condensations of ribonucleoside 3'-H-phosphonates with simple alcohols and nucleosides are known to be stereoselective reactions that favour formation of D-P(S-P)-diastereomers of the produced H-phosphonate diesters without engaging any chiral auxiliaries. We have investigated various reaction conditions in order to attain the highest stereoselectivity for the condensation. With an optimal choice of solvents, reagent concentrations, temperature and the condensing agent used, the diastereomeric excess of the D-P(S-P)-isomers of dinucleoside H-phosphonates was enhanced from the initial 50-70% to ca. 85%. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.11.002