N-(3-hydroxy-5-hydroxymethyl-2-methylpyridin-4-ylmethylidene)-D-α-alanine | 13933-83-0

• 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: N-(3-hydroxy-5-hydroxymethyl-2-methylpyridin-4-ylmethylidene)-D-α-alanine
• 英文别名: pyridoxalidene-D-α-alanine
• CAS: 13933-83-0
• 化学式: C₁₁H₁₄N₂O₄
• 分子量: 238.243
• InChiKey: RVHFMHBXBLTEGU-SSDOTTSWSA-N

物化性质

• 沸点：
  560.2±50.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.48
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  103.01
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  L-丙氨酸 、 N-(3-hydroxy-5-hydroxymethyl-2-methylpyridin-4-ylmethylidene)-D-α-alanine 以 乙醇 为溶剂， 生成 N-pyridoxylidenealanine
  参考文献：
  名称：

  Kinetics and Mechanism of the Interaction and Transaldimination of Products of Condensation of Pyridoxal Hydrochloride with L-α-, D-α-, and β-Alanines

  摘要：

  DOI：

  10.1134/s0036024421070207
• 作为产物：
  描述：

  以 乙醇 为溶剂， 生成 N-(3-hydroxy-5-hydroxymethyl-2-methylpyridin-4-ylmethylidene)-D-α-alanine
  参考文献：
  名称：

  Chemical transformations of the condensation products of pyridoxal with L-α-alanine and D-α-alanine

  摘要：

  The kinetics and mechanism of the reactions of pyridoxal with L- and D-alpha-alanine were studied. Under comparable conditions, the condensation of L- and D-alpha-alanines with pyridoxal includes three kinetically different steps. The first fast step is addition of the amino acid to pyridoxal with formation of the corresponding amino alcohol, the second (slower) step is dehydration of the amino alcohol to give Schiff base, and the third (very slow) step is elimination of alpha-hydrogen atom from the L-alpha-amino acid fragment or decarboxylation of the D-alpha-amino acid fragment, followed by isomerization of the Schiff base to quinoid structure whose subsequent hydrolysis yields pyridoxamine and pyruvic acid or acetaldehyde, respectively. A scheme was proposed for chemical transformations of the pyridoxal condensation products with L- and D-alpha-alanines.

  DOI：

  10.1134/s1070363209010174