2-(diisopropylamino)ethyl acetoacetate | 133657-28-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-(diisopropylamino)ethyl acetoacetate
• 英文别名: 2-[di(propan-2-yl)amino]ethyl 3-oxobutanoate
• CAS: 133657-28-0
• 化学式: C₁₂H₂₃NO₃
• 分子量: 229.32
• InChiKey: OCWWZBRXANESGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.63
• 重原子数：
  16.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-甲基-3-丙基-6-氨基尿嘧啶 、 2-氯苯甲醛 、 2-(diisopropylamino)ethyl acetoacetate 以 异丙醇 为溶剂， 以10.4%的产率得到5-(2-Chloro-phenyl)-1,7-dimethyl-2,4-dioxo-3-propyl-1,2,3,4,5,8-hexahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid 2-diisopropylamino-ethyl ester
  参考文献：
  名称：

  The Hantzsch Synthesis with 6-Aminouracils: One Step Synthesis of Pyrido[2,3-d]pyrimidines

  摘要：

  A one-step synthesis of new pyrido [2,3-d]pyrimidine derivatives (III) was achieved through the Hantzsch synthesis using 6-aminouracils (I) as enamine nucleophiles.

  DOI：

  10.3987/com-90-5554
• 作为产物：
  描述：

  N,N-二异丙基乙醇胺 、 乙酰乙酸乙酯 生成 2-(diisopropylamino)ethyl acetoacetate
  参考文献：
  名称：

  Photocyclization of 2-(dialkylamino)ethyl acetoacetates: Remote proton transfer and Stern-Volmer quenching kinetics in the system involving two reactive excited states

  摘要：

  Upon irradiation, 2-(dibenzylamino)ethyl and 2-(N-benzyl-N-methylamino)ethyl acetoacetate (1a and 1b) undergo photocyclization via remote proton transfer from the benzyl group to the acetyl carbonyl oxygen to give eight-membered azalactones. Irradiation of the corresponding (diisopropylamino)- and (dimethylamino)ethyl esters gave no azalactones. Introduction of the methyl group on C-2 of 1a brought about a complicated photoreaction, probably due to competition of alpha-cleavage, The Stern-Volmer plots for the photoreaction of la did not show the linear relationship, indicating that the photoreaction proceeds from two reactive excited states, The Stern-Volmer quenching equation for the system was obtained by applying the steady-state approximation and was used for the analysis of the photoreaction of 1a. The triplet lifetime was determined to be 1.6 x 10(-8) s.

  DOI：

  10.1002/(sici)1099-1395(199604)9:4<221::aid-poc773>3.0.co;2-i