5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine | 1370546-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine
• CAS: 1370546-05-6
• 化学式: C₃₃H₃₂F₃N₃O₈
• 分子量: 655.628
• InChiKey: BQKHDYGSXUKXHB-UPRLRBBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  47.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  141.11
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以82%的产率得到5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-O-(2-cyanoethoxy-N,N'-diisopropylaminophosphinyl)uridine
  参考文献：
  名称：

  Double-stranded oligonucleotides containing 5-aminomethyl-2′-deoxyuridine form thermostable anti-parallel triplexes with single-stranded DNA or RNA

  摘要：

  This Letter describes the synthesis and properties of double-stranded antisense oligonucleotides connected with a pentaerythritol linker. We found that double-stranded antisense oligonucleotides with aminomethyl residues have high affinity for single-stranded DNA or RNA in buffer solutions with and without MgCl2. Thus, these oligonucleotides would be useful as antisense oligonucleotides for targeting single-stranded RNA through triplex formation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.024
• 作为产物：
  描述：

  5-叠氮基甲基-2'-脱氧尿苷 在 吡啶 、 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 31.0h， 生成 5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine
  参考文献：
  名称：

  Double-stranded oligonucleotides containing 5-aminomethyl-2′-deoxyuridine form thermostable anti-parallel triplexes with single-stranded DNA or RNA

  摘要：

  This Letter describes the synthesis and properties of double-stranded antisense oligonucleotides connected with a pentaerythritol linker. We found that double-stranded antisense oligonucleotides with aminomethyl residues have high affinity for single-stranded DNA or RNA in buffer solutions with and without MgCl2. Thus, these oligonucleotides would be useful as antisense oligonucleotides for targeting single-stranded RNA through triplex formation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.024