ethyl 2-amino-5-bromo-6-methoxyindane-2-carboxylate | 1207065-37-9

• 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: ethyl 2-amino-5-bromo-6-methoxyindane-2-carboxylate
• 英文别名: Ethyl 2-amino-5-bromo-6-methoxy-2,3-dihydro-1H-indene-2-carboxylate；ethyl 2-amino-5-bromo-6-methoxy-1,3-dihydroindene-2-carboxylate
• CAS: 1207065-37-9
• 化学式: C₁₃H₁₆BrNO₃
• 分子量: 314.179
• InChiKey: ZJTUROIADPAUJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-amino-5-bromo-6-methoxyindane-2-carboxylate 、 BOC-L-苯丙氨酸 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 ethyl (2R)-5-bromo-6-methoxy-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-1,3-dihydroindene-2-carboxylate 、 ethyl (2S)-5-bromo-6-methoxy-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-1,3-dihydroindene-2-carboxylate
  参考文献：
  名称：

  Synthesis of the Conformationally Constrained Tyrosine Analogues, (R)- and (S)-5-Hydroxy-2-aminoindan-2-carboxylic Acids

  摘要：

  The conformationally constrained tyrosine analogues, (R)- and (S)-5-hydroxy-2-aminoindan-2-carboxylic acids, were prepared by chromatographic separation of diastereomeric dipeptide derivatives formed from N-BOC-L-phenylalanine. Absolute configurations were assigned by X-ray crystallographic analysis.

  DOI：

  10.1021/jo902438s
• 作为产物：
  描述：

  ethyl 5-bromo-2-isocyano-6-methoxyindane-2-carboxylate 在 盐酸 、 水 、 ammonium hydroxide 作用下， 以 乙酸乙酯 、 水 为溶剂， 反应 20.0h， 以87%的产率得到ethyl 2-amino-5-bromo-6-methoxyindane-2-carboxylate
  参考文献：
  名称：

  Synthesis of the Conformationally Constrained Tyrosine Analogues, (R)- and (S)-5-Hydroxy-2-aminoindan-2-carboxylic Acids

  摘要：

  The conformationally constrained tyrosine analogues, (R)- and (S)-5-hydroxy-2-aminoindan-2-carboxylic acids, were prepared by chromatographic separation of diastereomeric dipeptide derivatives formed from N-BOC-L-phenylalanine. Absolute configurations were assigned by X-ray crystallographic analysis.

  DOI：

  10.1021/jo902438s

文献信息

• Synthesis of the Conformationally Constrained Tyrosine Analogues, (<i>R</i>)- and (<i>S</i>)-5-Hydroxy-2-aminoindan-2-carboxylic Acids
  作者：Francis N. Murigi、Gary S. Nichol、Eugene A. Mash

  DOI：10.1021/jo902438s

  日期：2010.2.19

  The conformationally constrained tyrosine analogues, (R)- and (S)-5-hydroxy-2-aminoindan-2-carboxylic acids, were prepared by chromatographic separation of diastereomeric dipeptide derivatives formed from N-BOC-L-phenylalanine. Absolute configurations were assigned by X-ray crystallographic analysis.