triethylamine ((2R,3R,4R,5R)-5-(6-(N-benzoylbenzamido)-9H-purin-9-yl)-3,4-bis(benzoyloxy)tetrahydrofuran-2-yl)methyl phosphonate | 1123103-72-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: triethylamine ((2R,3R,4R,5R)-5-(6-(N-benzoylbenzamido)-9H-purin-9-yl)-3,4-bis(benzoyloxy)tetrahydrofuran-2-yl)methyl phosphonate
• CAS: 1123103-72-9
• 化学式: C₆H₁₅N*C₃₈H₃₀N₅O₁₀P
• 分子量: 848.849
• InChiKey: BAHFSIKILKBFOD-OKHVUQLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.41
• 重原子数：
  61.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  192.58
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  N,O-双三甲硅基乙酰胺 、 triethylamine ((2R,3R,4R,5R)-5-(6-(N-benzoylbenzamido)-9H-purin-9-yl)-3,4-bis(benzoyloxy)tetrahydrofuran-2-yl)methyl phosphonate 以 乙腈 为溶剂， 反应 1.0h， 生成 (2R,3R,4R,5R)-2-(6-(N-benzoylbenzamido)-9H-purin-9-yl)-5-(((bis((trimethylsilyl)oxy)phosphaneyl)oxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate
  参考文献：
  名称：

  Efficient Chemical Synthesis of AppDNA by Adenylation of Immobilized DNA-5′-monophosphate

  摘要：

  AppDNA is an intermediate in enzyme-catalyzed DNA ligation reactions, and its efficient enzymatic synthesis requires a donor-template duplex of at least 11 base pairs In length. An efficient chemical synthesis of AppDNA with the coupling of an adenosine 5'-phosphorimidazolidate to an Immobilized DNA-S'-monophosphate as the key step is described. The adenylation efficiencies of DNA-5'-monophosphate were excellent for oligonucleotides containing less than 11 nucleotides and at least 50% for oligonucleotides containing 15-25 nucleotides.

  DOI：

  10.1021/ol802815g
• 作为产物：
  描述：

  N6-二苯甲酰基腺苷-2',3'-二苯甲酸酯 、 三乙胺 在 吡啶 、 亚磷酸二苯酯 作用下， 以 水 为溶剂， 反应 1.0h， 以88%的产率得到triethylamine ((2R,3R,4R,5R)-5-(6-(N-benzoylbenzamido)-9H-purin-9-yl)-3,4-bis(benzoyloxy)tetrahydrofuran-2-yl)methyl phosphonate
  参考文献：
  名称：

  Efficient Chemical Synthesis of AppDNA by Adenylation of Immobilized DNA-5′-monophosphate

  摘要：

  AppDNA is an intermediate in enzyme-catalyzed DNA ligation reactions, and its efficient enzymatic synthesis requires a donor-template duplex of at least 11 base pairs In length. An efficient chemical synthesis of AppDNA with the coupling of an adenosine 5'-phosphorimidazolidate to an Immobilized DNA-S'-monophosphate as the key step is described. The adenylation efficiencies of DNA-5'-monophosphate were excellent for oligonucleotides containing less than 11 nucleotides and at least 50% for oligonucleotides containing 15-25 nucleotides.

  DOI：

  10.1021/ol802815g