3',5'-di-O-benzoyl-5-(3-methoxypropynyl)-2'-deoxyuridine | 190451-43-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3',5'-di-O-benzoyl-5-(3-methoxypropynyl)-2'-deoxyuridine
• 英文别名: [(2R,3S,5R)-3-benzoyloxy-5-[5-(3-methoxyprop-1-ynyl)-2,4-dioxopyrimidin-1-yl]oxolan-2-yl]methyl benzoate
• CAS: 190451-43-5
• 化学式: C₂₇H₂₄N₂O₈
• 分子量: 504.496
• InChiKey: ZTIABXZKOGLKBG-YTFSRNRJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3',5'-di-O-benzoyl-5-(3-methoxypropynyl)-2'-deoxyuridine 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以85%的产率得到1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-(3-methoxyprop-1-ynyl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis and DNA Duplex Stabilities of Oligonucleotides Containing C-5-(3-Methoxypropynyl)-2′-deoxyuridine Residues

  摘要：

  5'-Dimethoxytrityl-5-(3-methoxypropynyl)-2'-deoxyuridine phosphoroamidite was synthesized with the use of commercial 3-methoxypropyne. Oligonucleotides (ODNs) containing 5-(3-methoxypropynyl)-2'-deoxyuridine in different positions were prepared. The stabilities of the duplexes formed by these ODNs with the complementary templates are increased in comparison with the unmodified counterparts. On average modified residue incorporated, the Tm is raised by 1 degrees C.

  DOI：

  10.1080/07328319708001343
• 作为产物：
  描述：

  2'-脱氧-5-碘尿苷3'，5'-二苯甲酸酯 、 甲基炔丙基醚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以81%的产率得到3',5'-di-O-benzoyl-5-(3-methoxypropynyl)-2'-deoxyuridine
  参考文献：
  名称：

  Synthesis and DNA Duplex Stabilities of Oligonucleotides Containing C-5-(3-Methoxypropynyl)-2′-deoxyuridine Residues

  摘要：

  5'-Dimethoxytrityl-5-(3-methoxypropynyl)-2'-deoxyuridine phosphoroamidite was synthesized with the use of commercial 3-methoxypropyne. Oligonucleotides (ODNs) containing 5-(3-methoxypropynyl)-2'-deoxyuridine in different positions were prepared. The stabilities of the duplexes formed by these ODNs with the complementary templates are increased in comparison with the unmodified counterparts. On average modified residue incorporated, the Tm is raised by 1 degrees C.

  DOI：

  10.1080/07328319708001343

文献信息

• Synthesis and DNA Duplex Stabilities of Oligonucleotides Containing C-5-(3-Methoxypropynyl)-2′-deoxyuridine Residues
  作者：Vladimir V. Tolstikov、Dmitry A. Stetsenko、Victor K. Potapov、Eugene D. Sverdlov

  DOI：10.1080/07328319708001343

  日期：1997.3

  5'-Dimethoxytrityl-5-(3-methoxypropynyl)-2'-deoxyuridine phosphoroamidite was synthesized with the use of commercial 3-methoxypropyne. Oligonucleotides (ODNs) containing 5-(3-methoxypropynyl)-2'-deoxyuridine in different positions were prepared. The stabilities of the duplexes formed by these ODNs with the complementary templates are increased in comparison with the unmodified counterparts. On average modified residue incorporated, the Tm is raised by 1 degrees C.