3-Hydroxy-2-methyl-1-((2R,3R,4R,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yl)-1H-pyridin-4-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Hydroxy-2-methyl-1-((2R,3R,4R,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yl)-1H-pyridin-4-one
• 英文别名: 3-hydroxy-2-methyl-1-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]pyridin-4-one
• 化学式: C₁₁H₁₅NO₆
• 分子量: 257.243
• InChiKey: AWJYQYRRPMKTMC-QCNRFFRDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  111
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-苄氧基-2-甲基-4(1H)-吡啶酮 在 palladium on activated charcoal 甲醇 、 三甲基氯硅烷 、 氨 、 氢气 、 四氯化锡 作用下， 以 甲醇 、 水 、 溶剂黄146 、 1,2-二氯乙烷 为溶剂， 反应 6.0h， 生成 3-Hydroxy-2-methyl-1-((2R,3R,4R,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yl)-1H-pyridin-4-one
  参考文献：
  名称：

  Synthesis of 2-Alkyl-3-hydroxy-4-pyridinone-ribonucleosides, Potential Oral Iron Chelators

  摘要：

  Several ribonucleosides, named 2-alkyl-3-hydroxy-1-(beta-D-ribofuranosyl or pyranosyl)-4-pyridinones, were synthesized in good yield. The method provides a useful means to obtain alpha-ketohydroxypyridin derivatives with different sugar moieties that, if used as drugs, might enhance their absorption from the intestine and certain other desirable pharmacological properties.

  DOI：

  10.1080/15257779508010712

文献信息

• Synthesis of 2-Alkyl-3-hydroxy-4-pyridinone-ribonucleosides, Potential Oral Iron Chelators
  作者：Gang Liu、Fred W. Bruenger、Amy M. Barrios、Scott C. Miller

  DOI：10.1080/15257779508010712

  日期：1995.11

  Several ribonucleosides, named 2-alkyl-3-hydroxy-1-(beta-D-ribofuranosyl or pyranosyl)-4-pyridinones, were synthesized in good yield. The method provides a useful means to obtain alpha-ketohydroxypyridin derivatives with different sugar moieties that, if used as drugs, might enhance their absorption from the intestine and certain other desirable pharmacological properties.