5'-O-(4,4'-dimethoxytrityl)-3'-iodomethyl-2'-deoxy-1'-O-acetyl-D-ribose | 869494-52-0

• 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)-3'-iodomethyl-2'-deoxy-1'-O-acetyl-D-ribose
• 英文别名: [(4S,5S)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-(iodomethyl)oxolan-2-yl] acetate
• CAS: 869494-52-0
• 化学式: C₂₉H₃₁IO₆
• 分子量: 602.466
• InChiKey: RYIGXXALJYLOBP-XCHMXOJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5'-O-(4,4'-dimethoxytrityl)-3'-iodomethyl-2'-deoxy-1'-O-acetyl-D-ribose 在 ammonium hypophosphite 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 N,N-二异丙基乙胺 、 3-硝基-1,2,4-三氮唑 、 六甲基二硅氮烷 作用下， 以 氘代氯仿 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 [(4S,5S)-4-[[[(2R,3S,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-oxidophosphaniumyl]methyl]-5-(hydroxymethyl)oxolan-2-yl] acetate
  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：

  5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone 在 吡啶 、 4-二甲氨基吡啶 、 碘 、 二异丁基氢化铝 、 三苯基膦 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 23.0h， 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