(2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((((((2R,3S,5R)-2-(hydroxymethyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-3-yl)oxy)(methyl)phosphoryl)oxy)methyl)tetrahydrofuran-3-yl acetate | 76724-82-8

• 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: (2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((((((2R,3S,5R)-2-(hydroxymethyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-3-yl)oxy)(methyl)phosphoryl)oxy)methyl)tetrahydrofuran-3-yl acetate
• CAS: 76724-82-8
• 化学式: C₃₄H₃₉N₁₀O₁₁P
• 分子量: 794.718
• InChiKey: VBLUWQLEAIWFRF-IXQGHCHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  56.0
• 可旋转键数：
  13.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  265.89
• 氢给体数：
  4.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((((((2R,3S,5R)-2-(hydroxymethyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-3-yl)oxy)(methyl)phosphoryl)oxy)methyl)tetrahydrofuran-3-yl acetate 在 吡啶 、 三氯氧磷 、 三正丁胺 、 tetrabutylammonium pyrophosphate 作用下， 以 乙腈 为溶剂， 反应 0.33h， 生成
  参考文献：
  名称：

  Design and synthesis of dinucleotide 5′-triphosphates with expanded functionality

  摘要：

  We propose the new approach to the synthesis of 5 '-triphosphate derivatives of natural and modified dinucleotides with expanded functionality. Our strategy includes the combination of the solution phase synthesis of necessary dimers using the wide range of nucleic acids chemistry methods and the subsequent introduction of the triphosphate residue. A number of the new potential substrates for the template dependent synthesis of nucleic acids with expanded functionality are obtained, namely, 5 '-triphosphates of dinucleotides containing the functionally active groups in heterocyclic bases, in carbohydrate -phosphate backbone, and the groups mimicking the residues of natural amino acids. The abilities of the proposed synthetic route are also demonstrated by the synthesis of 5 '-triphosphates of dinucleotides with modified carbohydrate-phosphate backbone. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.029
• 作为产物：
  描述：

  [(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-[2-(2-methylpropanoylamino)-6-oxo-1H-purin-9-yl]oxolan-3-yl]oxy-methylphosphoryl]oxymethyl]oxolan-3-yl] acetate 在 水 、 溶剂黄146 作用下， 反应 2.0h， 生成 (2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((((((2R,3S,5R)-2-(hydroxymethyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-3-yl)oxy)(methyl)phosphoryl)oxy)methyl)tetrahydrofuran-3-yl acetate
  参考文献：
  名称：

  Design and synthesis of dinucleotide 5′-triphosphates with expanded functionality

  摘要：

  We propose the new approach to the synthesis of 5 '-triphosphate derivatives of natural and modified dinucleotides with expanded functionality. Our strategy includes the combination of the solution phase synthesis of necessary dimers using the wide range of nucleic acids chemistry methods and the subsequent introduction of the triphosphate residue. A number of the new potential substrates for the template dependent synthesis of nucleic acids with expanded functionality are obtained, namely, 5 '-triphosphates of dinucleotides containing the functionally active groups in heterocyclic bases, in carbohydrate -phosphate backbone, and the groups mimicking the residues of natural amino acids. The abilities of the proposed synthetic route are also demonstrated by the synthesis of 5 '-triphosphates of dinucleotides with modified carbohydrate-phosphate backbone. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.029