allyl N-([1,1'-biphenyl]-4-ylcarbonyl)-L-alaninate | 518315-59-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: allyl N-([1,1'-biphenyl]-4-ylcarbonyl)-L-alaninate
• 英文别名: prop-2-enyl (2S)-2-[(4-phenylbenzoyl)amino]propanoate
• CAS: 518315-59-8
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: VDIWIXXKTCBPHA-AWEZNQCLSA-N

物化性质

• 沸点：
  499.8±38.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  allyl N-([1,1'-biphenyl]-4-ylcarbonyl)-L-alaninate 在 溴 、 乙酰氯 作用下， 以 氯仿 为溶剂， 反应 365.0h， 生成 methyl N-([1,1'-biphenyl]-4-ylcarbonyl)-L-alaninate
  参考文献：
  名称：

  Crystallization-Induced Asymmetric Transformations. Enantiomerically pure (−)-(R)- and (+)-(S)-2,3-Dibromopropan-1-ol and Epibromohydrins. A Study of Dynamic Resolution via the Formation of Diastereoisomeric Esters

  摘要：

  (S)-2,3-Dibromopropan-1-ol of high enantiomer excess was obtained by crystallization-induced asymmetric transformations of racemic 2,3-dibromopropan-1-ol esterified with N-([1,1'-biphenyl]-4-ylcarbonyl-L-alanine; in particular, an asymmetric transformation of the first type (involving bromide exchange to equilibrate the diastereoisomeric esters) and an asymmetric transformation of the second type (involving a transesterification of diastereoisomeric esters with excess racemic alcohol) were devised.

  DOI：

  10.1002/1522-2675(200211)85:11<3785::aid-hlca3785>3.0.co;2-a
• 作为产物：
  描述：

  联苯-4-甲酰氯 、 (S)-ALLYL2-AMINOPROPANOATE4-METHYLBENZENESULFONATEL-丙氨酸烯丙酯4-甲基苯磺酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到allyl N-([1,1'-biphenyl]-4-ylcarbonyl)-L-alaninate
  参考文献：
  名称：

  Crystallization-Induced Asymmetric Transformations. Enantiomerically pure (−)-(R)- and (+)-(S)-2,3-Dibromopropan-1-ol and Epibromohydrins. A Study of Dynamic Resolution via the Formation of Diastereoisomeric Esters

  摘要：

  (S)-2,3-Dibromopropan-1-ol of high enantiomer excess was obtained by crystallization-induced asymmetric transformations of racemic 2,3-dibromopropan-1-ol esterified with N-([1,1'-biphenyl]-4-ylcarbonyl-L-alanine; in particular, an asymmetric transformation of the first type (involving bromide exchange to equilibrate the diastereoisomeric esters) and an asymmetric transformation of the second type (involving a transesterification of diastereoisomeric esters with excess racemic alcohol) were devised.

  DOI：

  10.1002/1522-2675(200211)85:11<3785::aid-hlca3785>3.0.co;2-a

文献信息

• Crystallization-Induced Asymmetric Transformations. Enantiomerically pure (−)-(R)- and (+)-(S)-2,3-Dibromopropan-1-ol and Epibromohydrins. A Study of Dynamic Resolution via the Formation of Diastereoisomeric Esters
  作者：Gabriella Brunetto、Susanna Gori、Rita Fiaschi、Elio Napolitano

  DOI：10.1002/1522-2675(200211)85:11<3785::aid-hlca3785>3.0.co;2-a

  日期：2002.11

  (S)-2,3-Dibromopropan-1-ol of high enantiomer excess was obtained by crystallization-induced asymmetric transformations of racemic 2,3-dibromopropan-1-ol esterified with N-([1,1'-biphenyl]-4-ylcarbonyl-L-alanine; in particular, an asymmetric transformation of the first type (involving bromide exchange to equilibrate the diastereoisomeric esters) and an asymmetric transformation of the second type (involving a transesterification of diastereoisomeric esters with excess racemic alcohol) were devised.