1-β-D-galactopyranosyl-3-cyano-6-methylpyridin-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-β-D-galactopyranosyl-3-cyano-6-methylpyridin-2-one
• 英文别名: 6-methyl-2-oxo-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pyridine-3-carbonitrile
• 化学式: C₁₃H₁₆N₂O₆
• 分子量: 296.28
• InChiKey: VLZOQYNUFPIKDU-VFZGUZRASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-氰基-6-甲基-2(1H)-吡啶酮 在 硫酸氢铵 、 氨 、 四氯化锡 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 48.5h， 生成 1-β-D-galactopyranosyl-3-cyano-6-methylpyridin-2-one
  参考文献：
  名称：

  Synthesis ofN-Glycosylated Pyridiines as New Antimetabolite Agents

  摘要：

  Condensation of cyanoacetamide and cyanothioacetamide with the sodium salts of alpha-(hydroxymethylene)alkanones afforded the pyridine-2(1H)-ones and their corresponding thiones 3. Compounds 3 served as a key intermediates for the synthesis of N-glycosylated pyridines.

  DOI：

  10.1080/07328319908044886

文献信息

• SYNTHESIS OF SOME GLYCOSIDES OF PYRIDINONE DERIVATIVES
  作者：H. A. Saad、M. N. Mokbil、A. M. El-Gendy、A. Z. Haikal

  DOI：10.1081/scc-120003609

  日期：2002.1

  Synthesis of 3-cyano-4,6-dimethylpyridin-2-one ribosides, glucosides or galactosides is described, as well as 3-cyano-6-methylpyridin-22-one ribosides, glucosides and galactosides.
• Synthesis of<i>N</i>-Glycosylated Pyridiines as New Antimetabolite Agents
  作者：Badria A. Hussain、Adel M. Attia、Galal E. H. Elgemeie

  DOI：10.1080/07328319908044886

  日期：1999.10

  Condensation of cyanoacetamide and cyanothioacetamide with the sodium salts of alpha-(hydroxymethylene)alkanones afforded the pyridine-2(1H)-ones and their corresponding thiones 3. Compounds 3 served as a key intermediates for the synthesis of N-glycosylated pyridines.