L-hydrazino serine | 153942-11-1

• 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: L-hydrazino serine
• 英文别名: 1-azaserine；Amino serine；(2S)-2-hydrazinyl-3-hydroxypropanoic acid
• CAS: 153942-11-1
• 化学式: C₃H₈N₂O₃
• 分子量: 120.108
• InChiKey: SJTPYAOZAPSOLO-REOHCLBHSA-N

物化性质

• 沸点：
  457.5±40.0 °C(Predicted)
• 密度：
  1.446±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  95.6
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-hydrazino serine 在 氢气 作用下， 反应 6.0h， 生成 L-丝氨酸
  参考文献：
  名称：

  Amination with N-benzyloxycarbonyl-3-phenyloxaziridine as a route to sensitive chiral α-hydrazino acids: Synthesis of l-hydrazino serine

  摘要：

  N-Cbz-3-phenyloxaziridine can be generated in a two step process. This is a new reagent for direct electrophilic N-amination of chiral alpha-amino acids and their derivatives which affords the corresponding hydrazino acids protected with a readily removable N-Cbz group. Application of this methodology to a facile synthesis of L-hydrazino serine, a potentially useful biological tool, is described

  DOI：

  10.1016/s0040-4039(00)91814-8
• 作为产物：
  描述：

  (S)-2-(N-Benzyl-N'-benzyloxycarbonyl-hydrazino)-3-hydroxy-propionic acid 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 反应 0.1h， 以81%的产率得到L-hydrazino serine
  参考文献：
  名称：

  Amination with N-benzyloxycarbonyl-3-phenyloxaziridine as a route to sensitive chiral α-hydrazino acids: Synthesis of l-hydrazino serine

  摘要：

  N-Cbz-3-phenyloxaziridine can be generated in a two step process. This is a new reagent for direct electrophilic N-amination of chiral alpha-amino acids and their derivatives which affords the corresponding hydrazino acids protected with a readily removable N-Cbz group. Application of this methodology to a facile synthesis of L-hydrazino serine, a potentially useful biological tool, is described

  DOI：

  10.1016/s0040-4039(00)91814-8

文献信息

• Amination with N-benzyloxycarbonyl-3-phenyloxaziridine as a route to sensitive chiral α-hydrazino acids: Synthesis of l-hydrazino serine
  作者：Daniel A. Niederer、James T. Kapron、John C. Vederas

  DOI：10.1016/s0040-4039(00)91814-8

  日期：1993.10

  N-Cbz-3-phenyloxaziridine can be generated in a two step process. This is a new reagent for direct electrophilic N-amination of chiral alpha-amino acids and their derivatives which affords the corresponding hydrazino acids protected with a readily removable N-Cbz group. Application of this methodology to a facile synthesis of L-hydrazino serine, a potentially useful biological tool, is described