({[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-[2-(9-phenyl-9H-xanthen-9-yloxy)-ethyl]-amino}-methyl)-phosphonic acid dimethyl ester | 206861-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: ({[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-[2-(9-phenyl-9H-xanthen-9-yloxy)-ethyl]-amino}-methyl)-phosphonic acid dimethyl ester
• CAS: 206861-73-6
• 化学式: C₃₁H₃₂N₃O₈P
• 分子量: 605.584
• InChiKey: MKSLOQQMPANZHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  129.16
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  三乙胺 、 ({[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-[2-(9-phenyl-9H-xanthen-9-yloxy)-ethyl]-amino}-methyl)-phosphonic acid dimethyl ester 在 吡啶 、 苯硫酚 作用下， 反应 1.0h， 以80%的产率得到
  参考文献：
  名称：

  Synthesis and hybridization properties of an acyclic achiral phosphonate DNA analogue

  摘要：

  Protected N-(2-hydroxyethyl)-N-(nucleobase-acetyl) acids (6a-d) of all four DNA nucleobases have been prepared and oligomerized by solid-phase synthesis. Four DNA decamers containing 1-10 of these 'PPNA' monomers were prepared and evaluated by T-m measurements (medium salt) for binding to their DNA and RNA complements. One central modification reduced the binding strongly (Delta T-m = -10 degrees C), but contiguous PPNA monomers gave smaller effects, and the all-PPNA decamer bound to RNA with a Delta T-m of -1.2 degrees C per modification. Thus PPNA oligomers are inferior DNA and RNA binders compared to the closely related and strongly binding PNA oligomers. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(97)10041-4
• 作为产物：
  描述：

  9-氯-9-苯基氧杂蒽 在 吡啶 、 一水合肼 、 三乙胺 、 N,N-二异丙基乙胺 、 3-羟基-1,2,3-苯并三嗪-4(3H)-酮 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 43.0h， 生成 ({[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-[2-(9-phenyl-9H-xanthen-9-yloxy)-ethyl]-amino}-methyl)-phosphonic acid dimethyl ester
  参考文献：
  名称：

  Synthesis and hybridization properties of an acyclic achiral phosphonate DNA analogue

  摘要：

  Protected N-(2-hydroxyethyl)-N-(nucleobase-acetyl) acids (6a-d) of all four DNA nucleobases have been prepared and oligomerized by solid-phase synthesis. Four DNA decamers containing 1-10 of these 'PPNA' monomers were prepared and evaluated by T-m measurements (medium salt) for binding to their DNA and RNA complements. One central modification reduced the binding strongly (Delta T-m = -10 degrees C), but contiguous PPNA monomers gave smaller effects, and the all-PPNA decamer bound to RNA with a Delta T-m of -1.2 degrees C per modification. Thus PPNA oligomers are inferior DNA and RNA binders compared to the closely related and strongly binding PNA oligomers. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(97)10041-4