(2R,3S,5R)-2-Hydroxymethyl-5-[6-[2-(4-nitro-phenyl)-ethoxy]-2-(3-[2,2';5',2'']terthiophen-5-yl-propylamino)-purin-9-yl]-tetrahydro-furan-3-ol | 866455-94-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: (2R,3S,5R)-2-Hydroxymethyl-5-[6-[2-(4-nitro-phenyl)-ethoxy]-2-(3-[2,2';5',2'']terthiophen-5-yl-propylamino)-purin-9-yl]-tetrahydro-furan-3-ol
• CAS: 866455-94-9
• 化学式: C₃₃H₃₂N₆O₆S₃
• 分子量: 704.852
• InChiKey: VCSPDWOGMZZBBA-CTVOUCONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.56
• 重原子数：
  48.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  157.69
• 氢给体数：
  3.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,5R)-2-Hydroxymethyl-5-[6-[2-(4-nitro-phenyl)-ethoxy]-2-(3-[2,2';5',2'']terthiophen-5-yl-propylamino)-purin-9-yl]-tetrahydro-furan-3-ol 、 4,4'-双甲氧基三苯甲基氯 在 吡啶 作用下， 反应 48.0h， 以32%的产率得到(2R,3S,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-[6-[2-(4-nitro-phenyl)-ethoxy]-2-(3-[2,2';5',2'']terthiophen-5-yl-propylamino)-purin-9-yl]-tetrahydro-furan-3-ol
  参考文献：
  名称：

  Synthesis and properties of terthiophene-modified oligodeoxynucleotides

  摘要：

  Synthesis and properties of oligodeoxynucleotides (ODNs) containing terthiophene (Thp) were described. One-electron oxidation of Thp-modified ODN resulted in the formation of Thp radical cation (Thp(.+)), which remained stable in the experimental time window up to 200 mu s, showing that charge may be carried along DNA by Thp as Thp(.+). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.004
• 作为产物：
  描述：

  3-[2,2';5',2'']Terthiophen-5-yl-propionitrile 在 lithium aluminium tetrahydride 、 triethylamine tris(hydrogen fluoride) 作用下， 以 四氢呋喃 、 吡啶 、 乙醚 为溶剂， 反应 138.0h， 生成 (2R,3S,5R)-2-Hydroxymethyl-5-[6-[2-(4-nitro-phenyl)-ethoxy]-2-(3-[2,2';5',2'']terthiophen-5-yl-propylamino)-purin-9-yl]-tetrahydro-furan-3-ol
  参考文献：
  名称：

  Synthesis and properties of terthiophene-modified oligodeoxynucleotides

  摘要：

  Synthesis and properties of oligodeoxynucleotides (ODNs) containing terthiophene (Thp) were described. One-electron oxidation of Thp-modified ODN resulted in the formation of Thp radical cation (Thp(.+)), which remained stable in the experimental time window up to 200 mu s, showing that charge may be carried along DNA by Thp as Thp(.+). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.004