(2S,3S)-ethyl 3-methyl-4-oxo-2-(4-(prop-2-ynyloxy)phenylamino)butanoate | 1219463-69-0

• 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: (2S,3S)-ethyl 3-methyl-4-oxo-2-(4-(prop-2-ynyloxy)phenylamino)butanoate
• 英文别名: ethyl (2S,3S)-3-methyl-4-oxo-2-(4-prop-2-ynoxyanilino)butanoate
• CAS: 1219463-69-0
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: REQCUXXATIMFNG-DOMZBBRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2-((4-(prop-2-yn-1-yloxy)phenyl)imino)acetate 、 丙醛 在 L-脯氨酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 (2S,3S)-ethyl 3-methyl-4-oxo-2-(4-(prop-2-ynyloxy)phenylamino)butanoate 、 ethyl 3-methyl-4-oxo-2-(4-(prop-2-ynyloxy)phenylamino)butanoate
  参考文献：
  名称：

  Enantioselective Organocatalytic Mannich Reactions with Autocatalysts and Their Mimics

  摘要：

  The Mannich reactions previously extensively investigated with organocatalysis of L-proline and other related small molecules were reinvestigated with detailed stercochemical analysis of their autocatalysis pathways, through employment of both the products themselves and their close structural mimics as the catalysts. These organo-autocatalytic processes function as meaningful molecular models toward understanding the origin and maintenance of homochirality under biologically relevant conditions.

  DOI：

  10.1021/jo902500b

文献信息

• Enantioselective Organocatalytic Mannich Reactions with Autocatalysts and Their Mimics
  作者：Xinbo Wang、Yongbo Zhang、Haibo Tan、Yanchao Wang、Peng Han、David Zhigang Wang

  DOI：10.1021/jo902500b

  日期：2010.4.2

  The Mannich reactions previously extensively investigated with organocatalysis of L-proline and other related small molecules were reinvestigated with detailed stercochemical analysis of their autocatalysis pathways, through employment of both the products themselves and their close structural mimics as the catalysts. These organo-autocatalytic processes function as meaningful molecular models toward understanding the origin and maintenance of homochirality under biologically relevant conditions.