(Z)-3-Heptylamino-but-2-enoic acid tert-butyl ester | 132234-51-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-3-Heptylamino-but-2-enoic acid tert-butyl ester
• CAS: 132234-51-6
• 化学式: C₁₅H₂₉NO₂
• 分子量: 255.401
• InChiKey: CXZRMKWFZVIRSW-SEYXRHQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  18.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  乙酰乙酸叔丁酯 、 庚胺 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 0.67h， 以54%的产率得到(Z)-3-Heptylamino-but-2-enoic acid tert-butyl ester
  参考文献：
  名称：

  Transacetoacetylation with tert-butyl acetoacetate: synthetic applications

  摘要：

  Reaction of various nucleophiles with tert-butyl acetoacetate (t-BAA, 1a) is shown to be a convenient method for the preparation of a wide variety of acetoacetic acid derivatives. This material can be used to prepare acetoacetates and acetoacetamides from a wide variety of alcohols and amines. Reaction of 1a with an unhindered primary amine such as n-heptylamine under standard conditions gives unwanted byproducts due to the formation of the enamines 24 and 25. Formation of these byproducts can be minimized by dilution and/or altering the mode of addition.

  DOI：

  10.1021/jo00005a013

文献信息

• Transacetoacetylation with tert-butyl acetoacetate: synthetic applications
  作者：J. Stewart Witzeman、W. Dell Nottingham

  DOI：10.1021/jo00005a013

  日期：1991.3

  Reaction of various nucleophiles with tert-butyl acetoacetate (t-BAA, 1a) is shown to be a convenient method for the preparation of a wide variety of acetoacetic acid derivatives. This material can be used to prepare acetoacetates and acetoacetamides from a wide variety of alcohols and amines. Reaction of 1a with an unhindered primary amine such as n-heptylamine under standard conditions gives unwanted byproducts due to the formation of the enamines 24 and 25. Formation of these byproducts can be minimized by dilution and/or altering the mode of addition.