(2R,3R,4R,5R)-2-(6-benzamido-9H-purin-9-yl)-5-(((((S)-3-phenyl-2-(tritylamino)propanamido)(2-(trimethylsilyl)ethoxy)phosphaneyl)oxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate | 209047-87-0

• 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: (2R,3R,4R,5R)-2-(6-benzamido-9H-purin-9-yl)-5-(((((S)-3-phenyl-2-(tritylamino)propanamido)(2-(trimethylsilyl)ethoxy)phosphaneyl)oxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate
• CAS: 209047-87-0
• 化学式: C₆₄H₆₂N₇O₉PSi
• 分子量: 1132.3
• InChiKey: CWTCMMQHNHLGKV-AFGIKCMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.33
• 重原子数：
  82.0
• 可旋转键数：
  23.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  194.12
• 氢给体数：
  3.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5R)-2-(6-benzamido-9H-purin-9-yl)-5-(((((S)-3-phenyl-2-(tritylamino)propanamido)(2-(trimethylsilyl)ethoxy)phosphaneyl)oxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate 在 叔丁基过氧化氢 作用下， 以 乙腈 为溶剂， 反应 0.08h， 生成 [(2R,3R,4R,5R)-5-(6-benzamidopurin-9-yl)-4-benzoyloxy-2-[[[[(2S)-3-phenyl-2-(tritylamino)propanoyl]amino]-(2-trimethylsilylethoxy)phosphoryl]oxymethyl]oxolan-3-yl] benzoate
  参考文献：
  名称：

  Synthesis of new aminoacyl-adenylate analogs having an N-acyl phosphoramidate linkage

  摘要：

  New aminoacyl-adenylate analogs (aa-AMPNs), in which the oxygen atom of the mixed anhydride bond of aminoacyl-adenylates is replaced by an NH group, were synthesized by the reaction of an adenosine 5'-phosphoramidite derivative with appropriately protected amino acid amides. Among various reagents studied for activation of the 5'-phosphoramidite derivative, 5-(4-nitrophenyl)-1H-tetrazole was found to give N-acyl phosphoramidate derivatives in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00570-x
• 作为产物：
  描述：

  N-benzoyl-2',3'-di-O-benzoyladenosine 在 5-(4-硝基苯基)-1H-四唑 、 二异丙基铵盐四氮唑 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.17h， 生成 (2R,3R,4R,5R)-2-(6-benzamido-9H-purin-9-yl)-5-(((((S)-3-phenyl-2-(tritylamino)propanamido)(2-(trimethylsilyl)ethoxy)phosphaneyl)oxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate
  参考文献：
  名称：

  Synthesis of new aminoacyl-adenylate analogs having an N-acyl phosphoramidate linkage

  摘要：

  New aminoacyl-adenylate analogs (aa-AMPNs), in which the oxygen atom of the mixed anhydride bond of aminoacyl-adenylates is replaced by an NH group, were synthesized by the reaction of an adenosine 5'-phosphoramidite derivative with appropriately protected amino acid amides. Among various reagents studied for activation of the 5'-phosphoramidite derivative, 5-(4-nitrophenyl)-1H-tetrazole was found to give N-acyl phosphoramidate derivatives in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00570-x