((2R,3R,4S,5R)-3,4-bis(ethylthio)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate | 1207872-19-2

• 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: ((2R,3R,4S,5R)-3,4-bis(ethylthio)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate
• CAS: 1207872-19-2
• 化学式: C₁₆H₂₄N₂O₅S₂
• 分子量: 388.509
• InChiKey: XXVIJPOHJSBOKW-RGCMKSIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  90.39
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  ((2R,3R,4S,5R)-3,4-bis(ethylthio)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate 在 甲胺 作用下， 以 乙醇 为溶剂， 以96%的产率得到1-[(2R,3S,4R,5R)-3,4-bis(ethylsulfanyl)-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis and antitumor activity of novel 2′,3′-dideoxy-2′,3′-diethanethionucleosides bearing 1,2,3-triazole residues

  摘要：

  A series of novel 2',3'-dideoxy-2',3'-diethanethioribonucleosides and those modified with a triazole ring were prepared in excellent yields and their antitumor activity was evaluated. Nucleosides with a triazole ring, 16a-16c, showed significantly improved activity towards a broad range of tumor cell lines. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.127
• 作为产物：
  描述：

  methyl 5-O-acetyl-2,3-di-S-ethyl-2,3-dithio-β-D-ribofuranoside 、 O,O-二(三甲基甲硅烷基)胸苷 在 二氯乙基铝 作用下， 以 乙腈 为溶剂， 以81%的产率得到((2R,3R,4S,5R)-3,4-bis(ethylthio)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate
  参考文献：
  名称：

  Synthesis and antitumor activity of novel 2′,3′-dideoxy-2′,3′-diethanethionucleosides bearing 1,2,3-triazole residues

  摘要：

  A series of novel 2',3'-dideoxy-2',3'-diethanethioribonucleosides and those modified with a triazole ring were prepared in excellent yields and their antitumor activity was evaluated. Nucleosides with a triazole ring, 16a-16c, showed significantly improved activity towards a broad range of tumor cell lines. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.127