[(2R,3S,5R)-3-hydroxy-5-[6-[(2-phenylacetyl)amino]purin-9-yl]oxolan-2-yl]methoxy-methylphosphinic acid | 182688-61-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(2R,3S,5R)-3-hydroxy-5-[6-[(2-phenylacetyl)amino]purin-9-yl]oxolan-2-yl]methoxy-methylphosphinic acid
• CAS: 182688-61-5
• 化学式: C₁₉H₂₂N₅O₆P
• 分子量: 447.387
• InChiKey: HDRSMFRKECWCDR-SQWLQELKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  149
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(2R,3S,5R)-3-hydroxy-5-[6-[(2-phenylacetyl)amino]purin-9-yl]oxolan-2-yl]methoxy-methylphosphinic acid 在 三正丁胺 、 三丁基焦磷酸铵 、 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以85%的产率得到5'-O-(α-methylphosphonyl)-β,γ-pyrophosphoryl-6-N-(phenylacetyl)-2'-deoxyadenosine
  参考文献：
  名称：

  Chemoenzymic Synthesis of P^α-Methyl Deoxynucleoside Triphosphates

  摘要：

  5'-O-(methylphosphonyl)-N-(phenylacetyl)-2'-deoxycytidine, deoxyadenosine and deoxyguanosine were pyrophosphorylated and the resulting N-protected P-alpha-methyl nucleoside triphosphates were deblocked by treatment with penicillin amidase at pH 7.8, 25 degrees C to give P-alpha-methyl nucleoside triphosphates.

  DOI：

  10.1080/07328319608002447
• 作为产物：
  描述：

  2'-脱氧腺苷 在 吡啶 、 ammonium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 吡啶 为溶剂， 反应 24.0h， 生成 [(2R,3S,5R)-3-hydroxy-5-[6-[(2-phenylacetyl)amino]purin-9-yl]oxolan-2-yl]methoxy-methylphosphinic acid
  参考文献：
  名称：

  Chemoenzymic Synthesis of P^α-Methyl Deoxynucleoside Triphosphates

  摘要：

  5'-O-(methylphosphonyl)-N-(phenylacetyl)-2'-deoxycytidine, deoxyadenosine and deoxyguanosine were pyrophosphorylated and the resulting N-protected P-alpha-methyl nucleoside triphosphates were deblocked by treatment with penicillin amidase at pH 7.8, 25 degrees C to give P-alpha-methyl nucleoside triphosphates.

  DOI：

  10.1080/07328319608002447

文献信息

• Chemoenzymic Synthesis of P^α-Methyl Deoxynucleoside Triphosphates
  作者：Magda A. Dineva、Dimiter D. Petkov

  DOI：10.1080/07328319608002447

  日期：1996.9

  5'-O-(methylphosphonyl)-N-(phenylacetyl)-2'-deoxycytidine, deoxyadenosine and deoxyguanosine were pyrophosphorylated and the resulting N-protected P-alpha-methyl nucleoside triphosphates were deblocked by treatment with penicillin amidase at pH 7.8, 25 degrees C to give P-alpha-methyl nucleoside triphosphates.