[(2R,3S,5R)-3-acetyloxy-5-(3-hydroxy-2-methyl-4-sulfanylidenepyridin-1-yl)oxolan-2-yl]methyl acetate | 847832-51-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: [(2R,3S,5R)-3-acetyloxy-5-(3-hydroxy-2-methyl-4-sulfanylidenepyridin-1-yl)oxolan-2-yl]methyl acetate
• CAS: 847832-51-3
• 化学式: C₁₅H₁₉NO₆S
• 分子量: 341.385
• InChiKey: AGDYJHLOIMNONE-OUCADQQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2R,3S,5R)-3-acetyloxy-5-(3-hydroxy-2-methyl-4-sulfanylidenepyridin-1-yl)oxolan-2-yl]methyl acetate 在 甲醇 、 potassium carbonate 作用下， 反应 3.0h， 以94%的产率得到3-hydroxy-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-methylpyridine-4-thione
  参考文献：
  名称：

  软金属介导的碱基对，具有新颖的具有O，S-配体配体的合成核苷

  摘要：

  Metal-mediated base pairing with artificial ligand-bearing nucleosides allows site-selective metal incorporation inside DNA duplexes. In particular, this strategy has provided a general way of discrete, heterogeneous metal arrays in a programmable manner. To increase the kind of metallo-building blocks, we have newly synthesized two artificial nucleosides which have an O,S-donor ligand as the nucleobase moiety, mercaptopyridone (M) and hydroxypyridinethione (S). These nucleosides were found to efficiently form metal-mediated base pairs with soft transition metal ions such as Pd2+ and Pt2+.

  DOI：

  10.1021/jo800587d
• 作为产物：
  描述：

  [(2R,3S,5R)-3-acetyloxy-5-(3-hydroxy-2-methyl-4-oxopyridin-1-yl)oxolan-2-yl]methyl acetate 在 diphosphorus pentasulfide 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 4.5h， 以77%的产率得到[(2R,3S,5R)-3-acetyloxy-5-(3-hydroxy-2-methyl-4-sulfanylidenepyridin-1-yl)oxolan-2-yl]methyl acetate
  参考文献：
  名称：

  软金属介导的碱基对，具有新颖的具有O，S-配体配体的合成核苷

  摘要：

  Metal-mediated base pairing with artificial ligand-bearing nucleosides allows site-selective metal incorporation inside DNA duplexes. In particular, this strategy has provided a general way of discrete, heterogeneous metal arrays in a programmable manner. To increase the kind of metallo-building blocks, we have newly synthesized two artificial nucleosides which have an O,S-donor ligand as the nucleobase moiety, mercaptopyridone (M) and hydroxypyridinethione (S). These nucleosides were found to efficiently form metal-mediated base pairs with soft transition metal ions such as Pd2+ and Pt2+.

  DOI：

  10.1021/jo800587d