Phosphoric acid mono-[(1R,2R,3S,4R,5S)-4-(2-amino-6-hydroxy-purin-9-yl)-2,3-dihydroxy-bicyclo[3.1.0]hex-1-ylmethyl] ester | 374593-65-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: Phosphoric acid mono-[(1R,2R,3S,4R,5S)-4-(2-amino-6-hydroxy-purin-9-yl)-2,3-dihydroxy-bicyclo[3.1.0]hex-1-ylmethyl] ester
• CAS: 374593-65-4
• 化学式: C₁₂H₁₆N₅O₇P
• 分子量: 373.262
• InChiKey: SOQUCOJGNUIJFX-OBPILZPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.49
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  197.07
• 氢给体数：
  6.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Phosphoric acid mono-[(1R,2R,3S,4R,5S)-4-(2-amino-6-hydroxy-purin-9-yl)-2,3-dihydroxy-bicyclo[3.1.0]hex-1-ylmethyl] ester 在 pyrophosphate tetrabutylammonium salt 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 88.0h， 生成 [[(1R,2R,3S,4R,5S)-4-(2-amino-6-oxo-1H-purin-9-yl)-2,3-dihydroxy-1-bicyclo[3.1.0]hexanyl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
  参考文献：
  名称：

  Synthesis and purine receptor affinity of 6-oxopurine nucleosides and nucleotides containing (N)-methanocarba-pseudoribose rings

  摘要：

  6-Oxopurine derivatives containing a northern (N) methanocarba modification (i.e., fused cyclopropane and cyclopentane rings in place of the ribose) were synthesized and the adenosine receptor affinity measured. Guanine or hypoxanthine was coupled at the 7-position, or 1,3-diblitylxanthine was coupled at the 9-position. The pseudoribose ring was also substituted at the 5 ' -position with an N-methyluronamide or with phosphate groups. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00450-4
• 作为产物：
  描述：

  2-Amino-9-((1aR,1bR,4aS,5R,5aS)-1a-benzyloxymethyl-3,3-dimethyl-hexahydro-2,4-dioxa-cyclopropa[a]pentalen-5-yl)-9H-purin-6-ol 在 四氮唑 、 甲酸 、 钯 、 间氯过氧苯甲酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 26.0h， 生成 Phosphoric acid mono-[(1R,2R,3S,4R,5S)-4-(2-amino-6-hydroxy-purin-9-yl)-2,3-dihydroxy-bicyclo[3.1.0]hex-1-ylmethyl] ester
  参考文献：
  名称：

  Synthesis and purine receptor affinity of 6-oxopurine nucleosides and nucleotides containing (N)-methanocarba-pseudoribose rings

  摘要：

  6-Oxopurine derivatives containing a northern (N) methanocarba modification (i.e., fused cyclopropane and cyclopentane rings in place of the ribose) were synthesized and the adenosine receptor affinity measured. Guanine or hypoxanthine was coupled at the 7-position, or 1,3-diblitylxanthine was coupled at the 9-position. The pseudoribose ring was also substituted at the 5 ' -position with an N-methyluronamide or with phosphate groups. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00450-4