2-(4-nitrophenyl)ethyl ethyl(isopropyl)phosphoramidochloridite | 226881-83-0

• 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: 2-(4-nitrophenyl)ethyl ethyl(isopropyl)phosphoramidochloridite
• CAS: 226881-83-0
• 化学式: C₁₃H₂₀ClN₂O₃P
• 分子量: 318.74
• InChiKey: IYMQLTASVYIUJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.35
• 重原子数：
  20.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  55.61
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2'-O-methyl-5'-O-(monomethoxytrityl)uridine 、 2-(4-nitrophenyl)ethyl ethyl(isopropyl)phosphoramidochloridite 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到2'-O-methyl-5'-O-(monomethoxytrityl)uridine 3'-<2-(4-nitrophenyl)ethyl ethyl(isopropyl)phosphoramidite>
  参考文献：
  名称：

  Nucleotides, Part LX, Synthesis and Characterization of New 2′-O-Methylriboside 3′-O-Phosphoramidites Useful for the Solid-Phase Synthesis of 2′-O-Methyloligoribonucleotides

  摘要：

  A series of new 2'-O-methylribonucleoside 3'-O-[2-(4-nitrophenyl)ethyl dialkylphosphoramidites] 27-31, 33-38, 40-44, and 45-50 were synthesized and their stability and rc activity compared in automated oligonucleotide synthesis with the standard 2'-O-methylribonucleoside 3'-O-(beta-cyanoethyl diisopropylphosphoramidites) 32, 39, 45, and 51, respectively. The 2-(4-nitrophenyl)ethyl (npe) and 2-(3-nitrophenyl)ethoxycarbonyl (npeoc) groups were used for the protection of the base moieties.

  DOI：

  10.1002/(sici)1522-2675(19990407)82:4<614::aid-hlca614>3.0.co;2-y
• 作为产物：
  描述：

  N-乙基异丙基胺 在 magnesium 、 碘甲烷 作用下， 以 乙醚 为溶剂， 反应 24.83h， 生成 2-(4-nitrophenyl)ethyl ethyl(isopropyl)phosphoramidochloridite
  参考文献：
  名称：

  Nucleotides, Part LX, Synthesis and Characterization of New 2′-O-Methylriboside 3′-O-Phosphoramidites Useful for the Solid-Phase Synthesis of 2′-O-Methyloligoribonucleotides

  摘要：

  A series of new 2'-O-methylribonucleoside 3'-O-[2-(4-nitrophenyl)ethyl dialkylphosphoramidites] 27-31, 33-38, 40-44, and 45-50 were synthesized and their stability and rc activity compared in automated oligonucleotide synthesis with the standard 2'-O-methylribonucleoside 3'-O-(beta-cyanoethyl diisopropylphosphoramidites) 32, 39, 45, and 51, respectively. The 2-(4-nitrophenyl)ethyl (npe) and 2-(3-nitrophenyl)ethoxycarbonyl (npeoc) groups were used for the protection of the base moieties.

  DOI：

  10.1002/(sici)1522-2675(19990407)82:4<614::aid-hlca614>3.0.co;2-y