tert-butyl (S)-5-((tert-butoxycarbonyl)(1-ethoxy-1-oxo-3-phenylpropan-2-yl)amino)pent-2-enoate | 847449-19-8

• 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: tert-butyl (S)-5-((tert-butoxycarbonyl)(1-ethoxy-1-oxo-3-phenylpropan-2-yl)amino)pent-2-enoate
• CAS: 847449-19-8
• 化学式: C₂₅H₃₇NO₆
• 分子量: 447.572
• InChiKey: WPFLITOBLCUPEL-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  82.14
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-5-((tert-butoxycarbonyl)(1-ethoxy-1-oxo-3-phenylpropan-2-yl)amino)pent-2-enoate 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以96%的产率得到
  参考文献：
  名称：

  ASYMMETRIC INTRAMOLECULAR CONJUGATE ADDITION OF α-AMINO ACID DERIVATIVES VIA RACEMIZATION-FREE EQUILIBRIUM OF INTERMEDIARY CHIRAL ENOLATES

  摘要：

  A highly enantioselective route to a multi-substituted indoline derivative via intramolecular conjugate addition of an a-amino acid derivative has been developed. Enantioselectivity of the reaction was almost independent from the temperature, while the diastereoselectivity was totally dependent on the temperature. High diastereomeric ratios observed at the higher temperatures were assumed to be the results from an equilibrium process between axially chiral enolate intermediates.

  DOI：

  10.3987/com-12-s(n)129
• 作为产物：
  描述：

  L-苯丙氨酸乙酯盐酸盐 在 potassium carbonate 、 臭氧 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 64.0h， 生成 tert-butyl (S)-5-((tert-butoxycarbonyl)(1-ethoxy-1-oxo-3-phenylpropan-2-yl)amino)pent-2-enoate
  参考文献：
  名称：

  ASYMMETRIC INTRAMOLECULAR CONJUGATE ADDITION OF α-AMINO ACID DERIVATIVES VIA RACEMIZATION-FREE EQUILIBRIUM OF INTERMEDIARY CHIRAL ENOLATES

  摘要：

  A highly enantioselective route to a multi-substituted indoline derivative via intramolecular conjugate addition of an a-amino acid derivative has been developed. Enantioselectivity of the reaction was almost independent from the temperature, while the diastereoselectivity was totally dependent on the temperature. High diastereomeric ratios observed at the higher temperatures were assumed to be the results from an equilibrium process between axially chiral enolate intermediates.

  DOI：

  10.3987/com-12-s(n)129