2-[(2R,3R,4S,5R)-2-(2,4-dioxopyrimidin-1-yl)-4-[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(hydroxymethyl)oxolan-3-yl]acetic acid | 185141-97-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - （3'->5'）-二核苷酸和类似物
• 英文名称: 2-[(2R,3R,4S,5R)-2-(2,4-dioxopyrimidin-1-yl)-4-[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(hydroxymethyl)oxolan-3-yl]acetic acid
• CAS: 185141-97-3
• 化学式: C₂₀H₂₅N₄O₁₅P
• 分子量: 592.41
• InChiKey: RDBOBIJKEKILRI-FCYBQJKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.4
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  271
• 氢给体数：
  7
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  2'-deoxy-2'-α-C-carboxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 在 吡啶 、 四氮唑 、 二异丙基铵盐四氮唑 、 triethylamine tris(hydrogen fluoride) 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 、 乙腈 为溶剂， 反应 4.5h， 生成 2-[(2R,3R,4S,5R)-2-(2,4-dioxopyrimidin-1-yl)-4-[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(hydroxymethyl)oxolan-3-yl]acetic acid
  参考文献：
  名称：

  The Synthesis of 2′-C-Functionalised Nucleosides for Incorporation into Catalytic RNA

  摘要：

  Five 2'-C-functionalized nucleosides (1-5) have been prepared and incorporated into dinucleoside monophosphates. The effect of the functionality on the stability of the adjacent phosphodiester bond toward hydrolysis by nuclease enzymes and extremes of pH has been assessed.

  DOI：

  10.1080/07328319708006215

文献信息

• The Synthesis of 2′-C-Functionalised Nucleosides for Incorporation into Catalytic RNA
  作者：Anthony J. Lawrence、John B. J. Pavey、Ian A. O'Neil、Richard Cosstick

  DOI：10.1080/07328319708006215

  日期：1997.7

  Five 2'-C-functionalized nucleosides (1-5) have been prepared and incorporated into dinucleoside monophosphates. The effect of the functionality on the stability of the adjacent phosphodiester bond toward hydrolysis by nuclease enzymes and extremes of pH has been assessed.