(3R,4R) 4-hydroxy-2,3,4,5-tetrahydropyridazine-3-carboxylic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3R,4R) 4-hydroxy-2,3,4,5-tetrahydropyridazine-3-carboxylic acid
• 英文别名: (5R,6R)-5-hydroxy-1,4,5,6-tetrahydropyridazine-6-carboxylic acid
• 化学式: C₅H₈N₂O₃
• 分子量: 144.13
• InChiKey: HBROMFQTLRZTGO-QWWZWVQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  81.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3R) methyl-3-hydroxyoct-5(E)-enoate 生成 (3R,4R) 4-hydroxy-2,3,4,5-tetrahydropyridazine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis of (3S, 4S)-4-hydroxy-2, 3, 4, 5-tetrahydropyridazine-3-carboxylic acid, component of luzopeptin A.

  摘要：

  The enantioselective synthesis of (3S, 4S)4-hydroxy-2, 3, 4, 5-tetrahydropyridazine-3-carboxylic acid 1 is described. The two stereogenic centers in anti relationship are obtained by sequential enantio and chemoselective hydrogenation of beta-ketoester in presence of chiral ruthenium catalyst and diastereoselective amination of beta-hydroxyester with di t-butylazodicarboxylate.

  DOI：

  10.1016/0957-4166(95)00258-q