5'-amino-5'-deoxy-N6-benzoyl-3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)adenosine | 162757-20-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5'-amino-5'-deoxy-N6-benzoyl-3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)adenosine
• 英文别名: 5'-amino-5'-deoxy-N⁶-benzoyl-3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)adenosine
• CAS: 162757-20-2
• 化学式: C₂₄H₂₁N₇O₆S
• 分子量: 535.54
• InChiKey: QEQXDUIQOCVFJK-DYVMYPEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.07
• 重原子数：
  38.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  169.92
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  5'-amino-5'-deoxy-N6-benzoyl-3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)adenosine 在 一水合肼 作用下， 以 吡啶 、 溶剂黄146 为溶剂， 反应 6.0h， 以23%的产率得到5'-amino-5'-deoxy-3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)adenosine
  参考文献：
  名称：

  Synthesis of an Uncharged cAMP-Analogue

  摘要：

  3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)-5'-amino-5'-deoxy adenosine, an uncharged cAMP-analogue was synthesized. This was accomplished by treatment of 5'amino-5'-deoxy-2',3'-O-isopropylidene adenosine with dimethyl N-phenylsulfonyldithiocarbamate. After removal of the isopropylidene protecting group and treatment of the intermediate with benzoyl chloride, cyclisation was carried out in DMF containing 10 equivalents of potassium tert-butoxide. Final deprotection of the adenine moiety was carried out with hydrazine hydrate.

  DOI：

  10.1080/15257779508014657
• 作为产物：
  描述：

  5-氨基-5-脱氧-2,3-O-(1-甲基亚乙基)-腺苷酸 在 吡啶 、 C₂⁽²⁾HF₃O₃ 、 potassium tert-butylate 作用下， 以 吡啶 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.67h， 生成 5'-amino-5'-deoxy-N6-benzoyl-3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)adenosine
  参考文献：
  名称：

  Synthesis of an Uncharged cAMP-Analogue

  摘要：

  3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)-5'-amino-5'-deoxy adenosine, an uncharged cAMP-analogue was synthesized. This was accomplished by treatment of 5'amino-5'-deoxy-2',3'-O-isopropylidene adenosine with dimethyl N-phenylsulfonyldithiocarbamate. After removal of the isopropylidene protecting group and treatment of the intermediate with benzoyl chloride, cyclisation was carried out in DMF containing 10 equivalents of potassium tert-butoxide. Final deprotection of the adenine moiety was carried out with hydrazine hydrate.

  DOI：

  10.1080/15257779508014657