1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-[(E)-5-[2-[(4-methoxyphenyl)methylsulfanyl]ethyl-[2-[2-[(4-methoxyphenyl)methylsulfanyl]ethylamino]ethyl]amino]pent-1-enyl]pyrimidine-2,4-dione | 809232-63-1

• 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: 1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-[(E)-5-[2-[(4-methoxyphenyl)methylsulfanyl]ethyl-[2-[2-[(4-methoxyphenyl)methylsulfanyl]ethylamino]ethyl]amino]pent-1-enyl]pyrimidine-2,4-dione
• CAS: 809232-63-1
• 化学式: C₃₆H₄₉FN₄O₇S₂
• 分子量: 732.938
• InChiKey: ZOBRLPAFRGTAKE-IWZKDVTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  50
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  183
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-[(E)-5-[2-[(4-methoxyphenyl)methylsulfanyl]ethyl-[2-[2-[(4-methoxyphenyl)methylsulfanyl]ethylamino]ethyl]amino]pent-1-enyl]pyrimidine-2,4-dione 在 mercury(II) diacetate 硫化氢 、 三氟乙酸 作用下， 生成 1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-[(E)-5-[2-sulfanylethyl-[2-(2-sulfanylethylamino)ethyl]amino]pent-1-enyl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of a technetium-99m-labeled thymidine analog: a potential HSV1-TK substrate for non-invasive reporter gene expression imaging

  摘要：

  {2-[5-(2'-Fluoro-2'-deoxyuridin-5-yl)pent-4(E)-enyl] [2-(2-mercaptoethyl)aminoethyl]aminoethanethiolato(3)-N,N' ,S,S'}-oxo[Tc-99m]technetium(V), a potential viral thymidine kinase substrate, was synthesized by coupling 2-fluoro-2'-deoxyuridine analog with a N2S2 radiometal chelator, followed by [Tc-99m]technetilim conjugation. The chemical structure of the radioactive probe was characterized by H-1 NMR and high resolution MS using Re-188 conjugated mimics. The radiochemical purity and yield were identified as 98% and 42%, respectively. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.09.145
• 作为产物：
  描述：

  2'-氟-2'-脱氧尿苷 在 双(乙腈)氯化钯(II) 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 iodonium chloride 、 potassium carbonate 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-[(E)-5-[2-[(4-methoxyphenyl)methylsulfanyl]ethyl-[2-[2-[(4-methoxyphenyl)methylsulfanyl]ethylamino]ethyl]amino]pent-1-enyl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of a technetium-99m-labeled thymidine analog: a potential HSV1-TK substrate for non-invasive reporter gene expression imaging

  摘要：

  {2-[5-(2'-Fluoro-2'-deoxyuridin-5-yl)pent-4(E)-enyl] [2-(2-mercaptoethyl)aminoethyl]aminoethanethiolato(3)-N,N' ,S,S'}-oxo[Tc-99m]technetium(V), a potential viral thymidine kinase substrate, was synthesized by coupling 2-fluoro-2'-deoxyuridine analog with a N2S2 radiometal chelator, followed by [Tc-99m]technetilim conjugation. The chemical structure of the radioactive probe was characterized by H-1 NMR and high resolution MS using Re-188 conjugated mimics. The radiochemical purity and yield were identified as 98% and 42%, respectively. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.09.145