2-amino-2-methyl-3-(4-aminophenyl)propionic acid | 16855-20-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-amino-2-methyl-3-(4-aminophenyl)propionic acid
• 英文别名: 2-Amino-3-(4-aminophenyl)-2-methylpropanoic acid
• CAS: 16855-20-2
• 化学式: C₁₀H₁₄N₂O₂
• mdl: MFCD18657726
• 分子量: 194.233
• InChiKey: PJMDXSBNMZHSCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  89.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-2-methyl-3-(4-aminophenyl)propionic acid 、 甲基磺酰氯 在 碳酸氢钠 、 copper(II) sulfate 作用下， 生成 4'-(2-Amino-2-carboxy-1-propyl)methanesulfonanilide
  参考文献：
  名称：

  酪氨酸羟化酶抑制剂。取代的芳香族氨基酸的合成和活性。

  摘要：

  DOI：

  10.1021/jm00318a005
• 作为产物：
  描述：

  2-Amino-3-(4-amino-phenyl)-2-methyl-propionic acid ethyl ester 在 盐酸 、 氢氧化钾 、 Amberlite IR 120 作用下， 生成 2-amino-2-methyl-3-(4-aminophenyl)propionic acid
  参考文献：
  名称：

  Synthesis of Cαα-unsymmetrically disubstituted nitroesters by electron transfer C-alkylation of ethyl 2-nitropropionate anion

  摘要：

  The ethyl 2-nitropropionate anion was shown to react with six reductive alkylating agents to give new C-alpha alpha-unsymmctrically disubstituted nitroesters and in some cases new ethyl monosubstituted methacrylates. The C-alkylation was shown to proceed by the S(RN)1 mechanism which was confirmed by the classical criteria for S(RN)1 reaction: the electron-withdrawing group effect and classical inhibition experiments by dioxygen, p-dinitrobenzene, cupric chloride or TEMPO. For example, ethyl 2-methyl-2-nitro-3-p-nitrophenylpropionate was transformed in the corresponding amino acid. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00194-x

文献信息

• FR2340729
  申请人：——

  公开号：——

  公开（公告）日：——
• Tyrosine Hydroxylase Inhibitors. Synthesis and Activity of Substituted Aromatic Amino Acids
  作者：Walfred S. Saari、June. Williams、Susan F. Britcher、Donald E. Wolf、Frederick A. Kuehl

  DOI：10.1021/jm00318a005

  日期：1967.11
• Synthesis of Cαα-unsymmetrically disubstituted nitroesters by electron transfer C-alkylation of ethyl 2-nitropropionate anion
  作者：Valérie Béraud、Patricia Perfetti、Christine Pfister、Mustapha Kaafarani、Patrice Vanelle、Michel P. Crozet

  DOI：10.1016/s0040-4020(98)00194-x

  日期：1998.5

  The ethyl 2-nitropropionate anion was shown to react with six reductive alkylating agents to give new C-alpha alpha-unsymmctrically disubstituted nitroesters and in some cases new ethyl monosubstituted methacrylates. The C-alkylation was shown to proceed by the S(RN)1 mechanism which was confirmed by the classical criteria for S(RN)1 reaction: the electron-withdrawing group effect and classical inhibition experiments by dioxygen, p-dinitrobenzene, cupric chloride or TEMPO. For example, ethyl 2-methyl-2-nitro-3-p-nitrophenylpropionate was transformed in the corresponding amino acid. (C) 1998 Elsevier Science Ltd. All rights reserved.