(Z)-ethyl 3-oxo-2-(piperidin-1-ylmethylene)butanoate | 1275588-48-1

• 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: (Z)-ethyl 3-oxo-2-(piperidin-1-ylmethylene)butanoate
• 英文别名: ethyl (2Z)-3-oxo-2-(piperidin-1-ylmethylidene)butanoate
• CAS: 1275588-48-1
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: VTRZHZCJQGFFGB-LUAWRHEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  哌啶 、 ethyl 2-(1,3-dithian-2-yl)-3-oxobutanoate 在 iron(III) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以75%的产率得到(Z)-ethyl 3-oxo-2-(piperidin-1-ylmethylene)butanoate
  参考文献：
  名称：

  Iron-Catalyzed Aminolysis of β-Carbonyl 1,3-Dithianes: Synthesis of Stereodefined β-Enaminones and 3,4-Disubstituted Pyrazoles

  摘要：

  A novel iron-catalyzed aminolysis of beta-carbonyl 1,3-dithianes with various amines including ammonia, primary and secondary amines, as well as hydrazine hydrate has been developed, leading to the synthesis of steleodefined beta-enaminones and 3,4-disubstituted pyrazoles in good to high yields.

  DOI：

  10.1021/ol200246x

文献信息

• CONTINUOUS FLOW SYNTHESIS OF FLUORINATED OR NON-FLUORINATED PYRAZOLES
  申请人：Fujian Yongjing Technology Co., Ltd.

  公开号：EP3650443A1

  公开（公告）日：2020-05-13

  In one aspect the invention relates to the use of an amine compound in a process for the manufacture of a fluorinated or non-fluorinated 5- or 6-membered heterocyclic compound containing two nitrogen atoms in the ring system of the said compound, preferably of pyrazoles or pyrimidones. The invention also relates to a process for the manufacture of pyrazoles or pyrimidones, which may be fluorinated or may not be fluorinated (non-flourinated). Especially, the invention relates to process for the manufacture of fluorinatedpyrazoles or pyrimidones, and in particular the invention relates to process for the manufacture of such fluorinatedpyrazolesor pyrimidones, which each are very important building blocks for pharmaceutical and agro-applications. For example, the fungicides are Bixafen, Fluxapyroxad, Fluindapyr, Sedaxane, Isopyrazam and Benzovindifupyr strongly depend on such fluorinatedpyrazoles as key building blocks, or for Florasulam and Clorasulam-methyl (Diclosulam), respectively.

  在一个方面，本发明涉及胺化合物在制造氟化或非氟化 5 元或 6 元杂环化合物（在所述化合物的环系中含有两个氮原子，最好是吡唑或嘧啶酮）过程中的用途。本发明还涉及吡唑或嘧啶酮的生产工艺，它们可以是氟化的，也可以不是氟化的（非氟化的）。特别是，本发明涉及制造氟化吡唑或嘧啶酮的工艺，尤其是本发明涉及制造这种氟化吡唑或嘧啶酮的工艺，它们都是医药和农业应用中非常重要的构件。例如，杀菌剂 Bixafen、Fluxapyroxad、Fluindapyr、Sedaxane、Isopyrazam 和 Benzovindifupyr 都非常依赖于此类含氟吡唑作为关键构件，或者分别依赖于 Florasulam 和 Clorasulam-methyl (Diclosulam)。
• Iron-Catalyzed Aminolysis of β-Carbonyl 1,3-Dithianes: Synthesis of Stereodefined β-Enaminones and 3,4-Disubstituted Pyrazoles
  作者：Yeming Wang、Xihe Bi、Wei-Qi Li、Dehua Li、Qian Zhang、Qun Liu、Brim Stevy Ondon

  DOI：10.1021/ol200246x

  日期：2011.4.1

  A novel iron-catalyzed aminolysis of beta-carbonyl 1,3-dithianes with various amines including ammonia, primary and secondary amines, as well as hydrazine hydrate has been developed, leading to the synthesis of steleodefined beta-enaminones and 3,4-disubstituted pyrazoles in good to high yields.