5'-O-4,4'-dimethoxytrityl-6-N-benzoyl-2'-deoxyadenylyl-(3'-6')-<1-(2',3'-dideoxy-4'-O-acetyl-β-D-erythro-hex-2'-enopyranosyl)thymine>p-chlorophenyl phosphate | 162757-32-6

• 分子结构分类: 有机化合物
• 英文名称: 5'-O-4,4'-dimethoxytrityl-6-N-benzoyl-2'-deoxyadenylyl-(3'-6')-<1-(2',3'-dideoxy-4'-O-acetyl-β-D-erythro-hex-2'-enopyranosyl)thymine>p-chlorophenyl phosphate
• 英文别名: [(2R,3S,6R)-2-[[[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-3-yl]oxy-(4-chlorophenoxy)phosphoryl]oxymethyl]-6-(5-methyl-2,4-dioxopyrimidin-1-yl)-3,6-dihydro-2H-pyran-3-yl] acetate
• CAS: 162757-32-6
• 化学式: C₅₇H₅₃ClN₇O₁₄P
• 分子量: 1126.51
• InChiKey: PJEAOQKKIMSGJK-LMKZEFIFSA-N

物化性质

• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.88
• 重原子数：
  80.0
• 可旋转键数：
  20.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  244.77
• 氢给体数：
  2.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  5'-O-4,4'-dimethoxytrityl-6-N-benzoyl-2'-deoxyadenylyl-(3'-6')-<1-(2',3'-dideoxy-4'-O-acetyl-β-D-erythro-hex-2'-enopyranosyl)thymine>p-chlorophenyl phosphate 在 zinc dibromide 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 反应 0.33h， 生成
  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：

  p-chlorophenyl phosphate 在 四氮唑 、 2,4,6-三异丙基苯磺酰氯 作用下， 以 吡啶 为溶剂， 反应 28.0h， 生成 5'-O-4,4'-dimethoxytrityl-6-N-benzoyl-2'-deoxyadenylyl-(3'-6')-<1-(2',3'-dideoxy-4'-O-acetyl-β-D-erythro-hex-2'-enopyranosyl)thymine>p-chlorophenyl 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