4-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)-N⁴-benzoyl-2'-deoxycytidin-3'-yl phosphate triethylammonium salt | 93403-62-4

• 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: 4-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)-N⁴-benzoyl-2'-deoxycytidin-3'-yl phosphate triethylammonium salt
• 英文别名: 5'-O-(dimethoxytrityl)-N-benzoylcytosine 3'-(p-chlorophenyl phosphate) triethylammonium salt；N-benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxy-3'-cytidylic acid, mono(4-chlorophenyl) ester, compd. with N,N-diethylethanamine (1:1)；Einecs 297-319-2；[(2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1-yl)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-3-yl] (4-chlorophenyl) hydrogen phosphate;N,N-diethylethanamine
• CAS: 93403-62-4
• 化学式: C₆H₁₅N*C₄₃H₃₉ClN₃O₁₀P
• 分子量: 925.415
• InChiKey: ZKDPYSAJWIKCOX-BQCABBGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.33
• 重原子数：
  65
• 可旋转键数：
  18
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  162
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)-N⁴-benzoyl-2'-deoxycytidin-3'-yl phosphate triethylammonium salt 、 在 N-甲基咪唑 、 <(6-Nitrobenzotriazol-1-yl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 吡啶 为溶剂， 反应 0.25h， 以91%的产率得到
  参考文献：
  名称：

  6-N-1 Trobenzotriazol-1-Yloxytris(Dimethylamino)Phosphonium Hexafluorophosphate (NBOP): A New Coupling Reagent in Oligonucleotide Synthesis

  摘要：

  6-Nitrobenzotriazol-1-yloxytris(dimethylamino) phosphonium hexafluorophosphate (NBOP, 2) has been demonstrated as an efficient coupling reagent in oligonucleotide synthesis. The reagent is stable and gives high coupling yields without any side products.

  DOI：

  10.1080/15257779408011879
• 作为产物：
  描述：

  N⁴-benzoyl-5'-O-(p,p'-dimethoxytrityl)deoxycytidine 3'-<(p-chlorophenyl)(β-cyanoethyl)phosphate> 在 水 、 三乙胺 作用下， 以 吡啶 为溶剂， 生成 4-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)-N⁴-benzoyl-2'-deoxycytidin-3'-yl phosphate triethylammonium salt
  参考文献：
  名称：

  Phosphorus-31 NMR study of the mechanism of activation and coupling reactions in the synthesis of oligodeoxyribonucleotides by the phosphotriester method

  摘要：

  DOI：

  10.1021/jo00199a039

文献信息

• VAKABAYASI, TOSIAKI
  作者：VAKABAYASI, TOSIAKI

  DOI：——

  日期：——
• Phosphorus-31 NMR study of the mechanism of activation and coupling reactions in the synthesis of oligodeoxyribonucleotides by the phosphotriester method
  作者：Srinivasan Chandrasegaran、Akira Murakami、Lou Sing Kan

  DOI：10.1021/jo00199a039

  日期：1984.12
• 6-N-1 Trobenzotriazol-1-Yloxytris(Dimethylamino)Phosphonium Hexafluorophosphate (NBOP): A New Coupling Reagent in Oligonucleotide Synthesis
  作者：S. A. Nadeem Hashmi、M. Adiraj、Anil Kumar、S. B. Katti

  DOI：10.1080/15257779408011879

  日期：1994.6

  6-Nitrobenzotriazol-1-yloxytris(dimethylamino) phosphonium hexafluorophosphate (NBOP, 2) has been demonstrated as an efficient coupling reagent in oligonucleotide synthesis. The reagent is stable and gives high coupling yields without any side products.