[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-[6-(dibenzoylamino)purin-9-yl]oxolan-2-yl]methoxy-imidazol-1-ylphosphinic acid;N,N-diethylethanamine | 1123103-75-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-[6-(dibenzoylamino)purin-9-yl]oxolan-2-yl]methoxy-imidazol-1-ylphosphinic acid;N,N-diethylethanamine
• CAS: 1123103-75-2
• 化学式: C₆H₁₅N*C₄₁H₃₂N₇O₁₀P
• 分子量: 914.912
• InChiKey: NFMGSDQTUVRMIS-AMPOIUQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.87
• 重原子数：
  66
• 可旋转键数：
  17
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  210
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-[6-(dibenzoylamino)purin-9-yl]oxolan-2-yl]methoxy-imidazol-1-ylphosphinic acid;N,N-diethylethanamine 、 [(2R,3R,4R,5R)-4-benzoyloxy-5-[6-(dibenzoylamino)purin-9-yl]-2-(phosphonooxymethyl)oxolan-3-yl] benzoate 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成
  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：

  triethylamine ((2R,3R,4R,5R)-5-(6-(N-benzoylbenzamido)-9H-purin-9-yl)-3,4-bis(benzoyloxy)tetrahydrofuran-2-yl)methyl phosphonate 、 三甲基硅咪唑 在 三乙胺 、 甲醇 作用下， 以 四氯化碳 、 乙腈 为溶剂， 反应 0.83h， 生成 [(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-[6-(dibenzoylamino)purin-9-yl]oxolan-2-yl]methoxy-imidazol-1-ylphosphinic acid;N,N-diethylethanamine
  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

文献信息

• Efficient Chemical Synthesis of AppDNA by Adenylation of Immobilized DNA-5′-monophosphate
  作者：Qing Dai、Mridusmitas Saikia、Nan-Sheng Li、Tao Pan、Joseph A. Piccirilli

  DOI：10.1021/ol802815g

  日期：2009.3.5

  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.