(R)-2-amino-3-(4-benzylpiperazin-1-yl)propionic 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: (R)-2-amino-3-(4-benzylpiperazin-1-yl)propionic acid
• 英文别名: (2R)-2-amino-3-(4-benzylpiperazin-1-yl)propanoic acid
• 化学式: C₁₄H₂₁N₃O₂
• 分子量: 263.34
• InChiKey: QWFPORAFXBDIMJ-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.22
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.8
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  在 水 作用下， 生成 (S)-2-amino-3-(4-benzylpiperazin-1-yl)propionic acid 、 (R)-2-amino-3-(4-benzylpiperazin-1-yl)propionic acid 、 (R)-2- [N-(N-苄基脯氨酰）氨基]二苯甲酮
  参考文献：
  名称：

  Asymmetric synthesis of new β-heterocyclic (S)-α-aminopropionic acids

  摘要：

  The asymmetric synthesis of novel non-proteinogenic beta-heterocyclic alpha-amino acids via the diastereoselective conjugate addition of heterocyclic nucleophiles to the dehydroalanine moiety of chiral Ni(II) complexes has been studied. The complexes were formed from the Schiff base of dehydroalanine using (S)-2-N-(N-benzylprolyl)aminobenzophenone as a chiral auxiliary. After decomposition of the complexes, the a-amino acids were isolated with 30-99% ee. (c) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2012.05.022

文献信息

• Asymmetric synthesis of new β-heterocyclic (S)-α-aminopropionic acids
  作者：Ashot S. Saghyan、Hayarpi M. Simonyan、Lala A. Stepanyan、Samvel G. Ghazaryan、Arpine V. Geolchanyan、Luiza L. Manasyan、Vahe T. Ghochikyan、Tariel V. Ghochikyan、Nelli A. Hovhannisyan、Ashot Gevorgyan、Viktor O. Iaroshenko、Peter Langer

  DOI：10.1016/j.tetasy.2012.05.022

  日期：2012.6

  The asymmetric synthesis of novel non-proteinogenic beta-heterocyclic alpha-amino acids via the diastereoselective conjugate addition of heterocyclic nucleophiles to the dehydroalanine moiety of chiral Ni(II) complexes has been studied. The complexes were formed from the Schiff base of dehydroalanine using (S)-2-N-(N-benzylprolyl)aminobenzophenone as a chiral auxiliary. After decomposition of the complexes, the a-amino acids were isolated with 30-99% ee. (c) 2012 Published by Elsevier Ltd.