(2S)-2-[[5-[(2S)-2-[[5-[(2S)-2-amino-2-carboxyethyl]-2-hydroxyphenyl]methylamino]-2-carboxyethyl]-2-hydroxyphenyl]methylamino]-3-(4-hydroxyphenyl)propanoic acid | 1354493-97-2

• 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: (2S)-2-[[5-[(2S)-2-[[5-[(2S)-2-amino-2-carboxyethyl]-2-hydroxyphenyl]methylamino]-2-carboxyethyl]-2-hydroxyphenyl]methylamino]-3-(4-hydroxyphenyl)propanoic acid
• CAS: 1354493-97-2
• 化学式: C₂₉H₃₃N₃O₉
• 分子量: 567.596
• InChiKey: RGXNDBNWLVYZOW-HJOGWXRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4
• 重原子数：
  41
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  223
• 氢给体数：
  9
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 L-酪氨酸 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 24.0h， 以20%的产率得到(2S)-2-[[5-[(2S)-2-[[5-[(2S)-2-amino-2-carboxyethyl]-2-hydroxyphenyl]methylamino]-2-carboxyethyl]-2-hydroxyphenyl]methylamino]-3-(4-hydroxyphenyl)propanoic acid
  参考文献：
  名称：

  氢键辅助从左旋酪氨酸衍生物合成氮杂环烷

  摘要：

  光谱和计算研究表明，通过分子间氢键连接的两个单元的1-酪氨酸衍生物的二聚体充当通过双曼尼希型反应从1-酪氨酸衍生物和甲醛合成氮杂环烷的模板。当用1-酪氨酸进行反应时，该模板的缺乏导致线性产物。通过将1-酪氨酸异丙酯和甲醛缩合，合成了新的氮杂环烷（苯并恶嗪酮）。

  DOI：

  10.1016/j.tetlet.2011.11.086

文献信息

• Hydroxy- and aminomethylation reactions in the formation of oligomers from l-tyrosine and formaldehyde in basic medium
  作者：Nelson Nuñez-Dallos、Christian Díaz-Oviedo、Rodolfo Quevedo

  DOI：10.1016/j.tetlet.2014.05.048

  日期：2014.7

  The study of the reaction of L-tyrosine or its tetrabutylammonium salt with formaldehyde was performed. The results established that this reaction does not lead to macrocyclic amino acid-type compounds, and in all cases, mixtures of linear oligomers of two or more L-tyrosine units bound by methylene groups were obtained. The formation of ion pair-type linear aggregates in the tetrabutylammonium salt hinders the oligomerization reaction, allowing the isolation of an L-tyrosine dimer, unlike the L-tyrosine reaction, in which a trimer could be isolated.In this Letter, the behavior of different L-tyrosine derivatives with formaldehyde is analyzed, and the conditions that direct the reaction course toward macrocyclic or linear compounds are discussed. (C) 2014 Elsevier Ltd. All rights reserved.