(RS)-2-amino-3-(2-cyanophenyl)-2-methylpropanoic acid hydrochloride | 1142954-14-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (RS)-2-amino-3-(2-cyanophenyl)-2-methylpropanoic acid hydrochloride
• CAS: 1142954-14-0
• 化学式: C₁₁H₁₂N₂O₂*ClH
• 分子量: 240.689
• InChiKey: QZLUWISLZKYFRP-UHFFFAOYSA-N

物化性质

• 熔点：
  139-144 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.32
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  87.11
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (RS)-2-amino-3-(2-cyanophenyl)-2-methylpropanoic acid hydrochloride 、 氯甲酸甲酯 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 0.75h， 以69%的产率得到(RS)-3-(2-cyanophenyl)-2-(methoxycarbonylamino)-2-methylpropanoic acid
  参考文献：
  名称：

  Influence of ring substitution on the conformation and β-turn mimicry of 4-amino-1,2,4,5-tetrahydro-2-benzazepin-3-one peptide mimetics

  摘要：

  Analogs of 4-amino-1,2,4,5-tetrahydro-2-benzazepin-3-ones, containing a methyl substituent at the 4- or 5-position, or a phenyl substituent at C-1, were prepared. Conformational analysis of tetrapeptide models containing these analogs indicated different conformations of the benzazepinone ring, and extended backbone conformations, except for the 4-methyl-substituted analog. The latter was shown to have a strong preference for a turn conformation. Incorporation into the N-terminal tetrapeptide sequence of dermorphin resulted in potent opioid analogs and an indication that the receptor-bound conformation might not adopt a turn structure. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.057
• 作为产物：
  描述：

  ethyl (RS)-2-amino-3-(2-cyanophenyl)-2-methylpropanoate hydrochloride 在 盐酸 、 水 作用下， 反应 50.0h， 以81%的产率得到(RS)-2-amino-3-(2-cyanophenyl)-2-methylpropanoic acid hydrochloride
  参考文献：
  名称：

  Influence of ring substitution on the conformation and β-turn mimicry of 4-amino-1,2,4,5-tetrahydro-2-benzazepin-3-one peptide mimetics

  摘要：

  Analogs of 4-amino-1,2,4,5-tetrahydro-2-benzazepin-3-ones, containing a methyl substituent at the 4- or 5-position, or a phenyl substituent at C-1, were prepared. Conformational analysis of tetrapeptide models containing these analogs indicated different conformations of the benzazepinone ring, and extended backbone conformations, except for the 4-methyl-substituted analog. The latter was shown to have a strong preference for a turn conformation. Incorporation into the N-terminal tetrapeptide sequence of dermorphin resulted in potent opioid analogs and an indication that the receptor-bound conformation might not adopt a turn structure. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.057