1-(2',3'-dideoxy-4'-O-acetyl-β-D-erythro-hex-2'-enopyranosyl)thymine | 162757-31-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(2',3'-dideoxy-4'-O-acetyl-β-D-erythro-hex-2'-enopyranosyl)thymine
• 英文别名: [(2R,3S,6R)-2-(hydroxymethyl)-6-(5-methyl-2,4-dioxopyrimidin-1-yl)-3,6-dihydro-2H-pyran-3-yl] acetate
• CAS: 162757-31-5
• 化学式: C₁₃H₁₆N₂O₆
• 分子量: 296.28
• InChiKey: CPHFXRDGGYQOFZ-HBNTYKKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2',3'-dideoxy-4'-O-acetyl-β-D-erythro-hex-2'-enopyranosyl)thymine 在 四氮唑 、 2,4,6-三异丙基苯磺酰氯 、 N,N,N,N-tetramethylguanidinium 、 2-硝基苯甲醛肟 作用下， 以 吡啶 为溶剂， 反应 80.0h， 生成 2'-deoxyadenosine-(3'-6')-<1-(2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)thymine> phosphate
  参考文献：
  名称：

  The Evaluation OF 2′, 3′-Dideoxy-β-D-Erythro-Hex-2′-Enopyranosyl Nucleosides as Potential Antisense Constructs: Synthesis, Biophysical Properties and Enzymatic Stability of 2′-Deoxyadenosine-(3′–6′)-[1-(2′, 3′-Dideoxy-β-D-Erythro-Hex-2′-Enopyranosyl)thymine] Phosphate

  摘要：

  1-(2',3'-dideoxy-beta-D-erythro-hex-2'-enopryanosyl)thymine was used as a nucleoside substitute in the synthesis of the dimer ApT*. CD studies on the dimer show that it adopts stacked, B-form mini-helices in solution. The title compound, relative to natural ApT, possesses an increased resistance to degradation by nucleases.

  DOI：

  10.1080/15257779508014661
• 作为产物：
  描述：

  1-(2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)thymine 在 4-二甲氨基吡啶 、 溶剂黄146 作用下， 以 吡啶 、 二氯甲烷 、 水 为溶剂， 反应 20.0h， 生成 1-(2',3'-dideoxy-4'-O-acetyl-β-D-erythro-hex-2'-enopyranosyl)thymine
  参考文献：
  名称：

  The Evaluation OF 2′, 3′-Dideoxy-β-D-Erythro-Hex-2′-Enopyranosyl Nucleosides as Potential Antisense Constructs: Synthesis, Biophysical Properties and Enzymatic Stability of 2′-Deoxyadenosine-(3′–6′)-[1-(2′, 3′-Dideoxy-β-D-Erythro-Hex-2′-Enopyranosyl)thymine] Phosphate

  摘要：

  1-(2',3'-dideoxy-beta-D-erythro-hex-2'-enopryanosyl)thymine was used as a nucleoside substitute in the synthesis of the dimer ApT*. CD studies on the dimer show that it adopts stacked, B-form mini-helices in solution. The title compound, relative to natural ApT, possesses an increased resistance to degradation by nucleases.

  DOI：

  10.1080/15257779508014661