5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-D-ribonolactone | 869494-51-9

• 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'-O-(4,4'-dimethoxytrityl)-2'-deoxy-D-ribonolactone
• 英文别名: (4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-one
• CAS: 869494-51-9
• 化学式: C₂₆H₂₆O₆
• 分子量: 434.489
• InChiKey: NMKDGPWBVQDAOU-BJKOFHAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-D-ribonolactone 在 吡啶 、 4-二甲氨基吡啶 、 二苯甲酮 、 氯磺酸甲酯 、 碘 、 二异丁基氢化铝 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 31.0h， 生成 5'-O-(4,4'-dimethoxytrityl)-3'-iodomethyl-2'-deoxy-1'-O-acetyl-D-ribose
  参考文献：
  名称：

  Synthesis and Incorporation into DNA of a Chemically Stable, Functional Abasic Site Analogue

  摘要：

  The abasic site building block 7 for DNA synthesis, containing a methylenephosphinic acid group at C3', was prepared in six steps and was incorporated into DNA via a combination of H-phosphonate and phosphoramidite chemistry. Corresponding oligodeoxynucleotides were shown to be chemically stable under basic conditions and fully functional at the respective hemiacetal center.

  DOI：

  10.1021/ol052045g
• 作为产物：
  描述：

  4,4'-双甲氧基三苯甲基氯 、 D-(+)-核糖酸-gamma-内酯 在 吡啶 作用下， 反应 4.0h， 以78%的产率得到5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-D-ribonolactone
  参考文献：
  名称：

  Synthesis and Incorporation into DNA of a Chemically Stable, Functional Abasic Site Analogue

  摘要：

  The abasic site building block 7 for DNA synthesis, containing a methylenephosphinic acid group at C3', was prepared in six steps and was incorporated into DNA via a combination of H-phosphonate and phosphoramidite chemistry. Corresponding oligodeoxynucleotides were shown to be chemically stable under basic conditions and fully functional at the respective hemiacetal center.

  DOI：

  10.1021/ol052045g

文献信息

• Synthesis and Incorporation into DNA of a Chemically Stable, Functional Abasic Site Analogue
  作者：Markus Mosimann、Pascal A. Küpfer、Christian J. Leumann

  DOI：10.1021/ol052045g

  日期：2005.11.1

  The abasic site building block 7 for DNA synthesis, containing a methylenephosphinic acid group at C3', was prepared in six steps and was incorporated into DNA via a combination of H-phosphonate and phosphoramidite chemistry. Corresponding oligodeoxynucleotides were shown to be chemically stable under basic conditions and fully functional at the respective hemiacetal center.