4-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2'-deoxyadenosin-3'-yl phosphate triethylammonium salt | 82893-26-3

• 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)-N⁶-benzoyl-2'-deoxyadenosin-3'-yl phosphate triethylammonium salt
• 英文别名: 5'-O-(dimethoxytrityl)-N-benzoyladenine 3'-(p-chlorophenyl phosphate) triethylammonium salt；N-benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxy-3'-adenylic acid, mono(4-chlorophenyl) ester, compd. with N,N-diethylethanamine (1:1)；[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-3-yl] (4-chlorophenyl) phosphate;triethylazanium
• CAS: 82893-26-3
• 化学式: C₆H₁₅N*C₄₄H₃₉ClN₅O₉P
• 分子量: 949.44
• InChiKey: XDANJWKYFDMYRZ-LCSGNJSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.91
• 重原子数：
  67
• 可旋转键数：
  18
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  173
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2'-deoxyadenosin-3'-yl phosphate triethylammonium salt 、 3'-O-benzoyl-N-isobutyryldeoxyguanosine 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93%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：

  4,4'-双甲氧基三苯甲基氯 以 吡啶 、 乙腈 为溶剂， 反应 5.75h， 生成 4-chlorophenyl 5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2'-deoxyadenosin-3'-yl phosphate triethylammonium salt
  参考文献：
  名称：

  Michels, Winfried; Schlimme, Eckhard, Liebigs Annalen der Chemie, 1982, # 7, p. 1398 - 1402

  摘要：

  DOI：

文献信息

• 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
• Michels, Winfried; Schlimme, Eckhard, Liebigs Annalen der Chemie, 1982, # 7, p. 1398 - 1402
  作者：Michels, Winfried、Schlimme, Eckhard

  DOI：——

  日期：——
• 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.