(2R,3R,4R,5R)-2-(acetoxymethyl)-5-((R)-1-(2-nitrophenyl)ethoxy)tetrahydrofuran-3,4-diyl diacetate | 931396-65-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,5R)-2-(acetoxymethyl)-5-((R)-1-(2-nitrophenyl)ethoxy)tetrahydrofuran-3,4-diyl diacetate
• CAS: 931396-65-5
• 化学式: C₁₉H₂₃NO₁₀
• 分子量: 425.392
• InChiKey: PHBAQGGUHDEZNB-VRLWDCPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.82
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  140.5
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5R)-2-(acetoxymethyl)-5-((R)-1-(2-nitrophenyl)ethoxy)tetrahydrofuran-3,4-diyl diacetate 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 22.0h， 以90%的产率得到(2R,3S,4R,5R)-2-(hydroxymethyl)-5-((R)-1-(2-nitrophenyl)ethoxy)tetrahydrofuran-3,4-diol
  参考文献：
  名称：

  Photochemically Induced RNA and DNA Abasic Sites

  摘要：

  Two phosphoramidite building blocks were synthesized that can easily be deprotected by UV light to reveal natural abasic sites in oligoribonucleotides as well as in oligodeoxyribonucleotides. Another building block which releases a 2'-O-methylated abasic site upon UV radiation is also described.

  DOI：

  10.1080/15257770701527711
• 作为产物：
  描述：

  四乙酰核糖 、 (-)-1-(2-硝基苯基)乙醇 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以77%的产率得到(2R,3R,4R,5R)-2-(acetoxymethyl)-5-((R)-1-(2-nitrophenyl)ethoxy)tetrahydrofuran-3,4-diyl diacetate
  参考文献：
  名称：

  Photochemically Induced RNA and DNA Abasic Sites

  摘要：

  Two phosphoramidite building blocks were synthesized that can easily be deprotected by UV light to reveal natural abasic sites in oligoribonucleotides as well as in oligodeoxyribonucleotides. Another building block which releases a 2'-O-methylated abasic site upon UV radiation is also described.

  DOI：

  10.1080/15257770701527711