((2R,3R,4S,5R)-3,4-bis(ethylthio)-5-methoxytetrahydrofuran-2-yl)methanol | 1207872-17-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: ((2R,3R,4S,5R)-3,4-bis(ethylthio)-5-methoxytetrahydrofuran-2-yl)methanol
• CAS: 1207872-17-0
• 化学式: C₁₀H₂₀O₃S₂
• 分子量: 252.399
• InChiKey: OYGFPWIOFOHZIN-ZYUZMQFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ((2R,3R,4S,5R)-3,4-bis(ethylthio)-5-methoxytetrahydrofuran-2-yl)methanol 、 苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到methyl 5-O-benzoyl-2,3-di-S-ethyl-2,3-dithio-β-D-ribofuranoside
  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：

  甲醇 、 2,3-di-S-ethyl-2,3-dithio-D-ribose diethyl dithioacetal 在 N-溴代丁二酰亚胺(NBS) 作用下， 以83%的产率得到((2R,3R,4S,5R)-3,4-bis(ethylthio)-5-methoxytetrahydrofuran-2-yl)methanol
  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

文献信息

• Synthesis and antitumor activity of novel 2′,3′-diethanethio-2′,3′,5′-trideoxy-5′-triazolonucleoside analogues
  作者：Jin-Lan Yu、Qin-Pei Wu、Qing-Shan Zhang、Xiao-Dong Xi、Ning-Ning Liu、Yun-Zheng Li、Yan-Hong Liu、Hong-Quan Yin

  DOI：10.1016/j.ejmech.2010.03.038

  日期：2010.7

  A series of novel 2',3'-diethanethio-2',3',5'-trideoxy-5'-triazoloribonucleosides was synthesized in excellent yields and their antitumor activity was evaluated. These nucleoside analogues with aromatic substituted triazole rings showed significantly improved activity towards a broad range of tumor cell lines and those without arene substitutes were inactive. (C) 2010 Elsevier Masson SAS. All rights reserved.