1-[2-Bis[di(propan-2-yl)amino]phosphanyloxyethoxymethyl]-5-methylpyrimidine-2,4-dione | 577773-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-[2-Bis[di(propan-2-yl)amino]phosphanyloxyethoxymethyl]-5-methylpyrimidine-2,4-dione
• 英文别名: 1-[2-bis[di(propan-2-yl)amino]phosphanyloxyethoxymethyl]-5-methylpyrimidine-2,4-dione
• CAS: 577773-70-7
• 化学式: C₂₀H₃₉N₄O₄P
• 分子量: 430.528
• InChiKey: CGKJBWAVKZMAEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  74.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[2-Bis[di(propan-2-yl)amino]phosphanyloxyethoxymethyl]-5-methylpyrimidine-2,4-dione 在 四氮唑 、 (Bu₃NH)2P₂O₇ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 P¹-acyclothymidinyl-P²,P³-dioxo-cyclotriphosphite
  参考文献：
  名称：

  Synthesis of Acyclothymidine Triphosphate and α-P-Boranotriphosphate and Their Substrate Properties with Retroviral Reverse Transcriptase

  摘要：

  graphicThe first example of an acyclonucleoside alpha-P-boranotriphosphate has been synthesized via a phosphoramidite approach in a one-pot reaction with good yield. The presence of the alpha-P-BH3 in 5b results in a 9-fold increase in efficiency of incorporation by MMLV retroviral reverse transcriptase relative to non-boronated 5a in pre-steady-state conditions. The preliminary results indicate that acyclonucleoside alpha-P-boranotriphosphates may have promising applications as a probe of enzyme mechanisms and in the design of new antiviral drugs.

  DOI：

  10.1021/ol034538w
• 作为产物：
  描述：

  双二异丙基氨基氯化磷 、 1-(2-羟基乙氧基)甲基-5-甲基尿嘧啶 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 0.25h， 生成 1-[2-Bis[di(propan-2-yl)amino]phosphanyloxyethoxymethyl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of Acyclothymidine Triphosphate and α-P-Boranotriphosphate and Their Substrate Properties with Retroviral Reverse Transcriptase

  摘要：

  graphicThe first example of an acyclonucleoside alpha-P-boranotriphosphate has been synthesized via a phosphoramidite approach in a one-pot reaction with good yield. The presence of the alpha-P-BH3 in 5b results in a 9-fold increase in efficiency of incorporation by MMLV retroviral reverse transcriptase relative to non-boronated 5a in pre-steady-state conditions. The preliminary results indicate that acyclonucleoside alpha-P-boranotriphosphates may have promising applications as a probe of enzyme mechanisms and in the design of new antiviral drugs.

  DOI：

  10.1021/ol034538w