1-(3-cyclohexylpropanoyl)-piperidine | 72315-16-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(3-cyclohexylpropanoyl)-piperidine
• 英文别名: 3-Cyclohexyl-1-(1-piperidinyl)-1-propanone；3-cyclohexyl-1-piperidin-1-ylpropan-1-one
• CAS: 72315-16-3
• 化学式: C₁₄H₂₅NO
• 分子量: 223.359
• InChiKey: LYCLBZINKCBETJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-bromo-1-piperidino-1-propanone 、 环己基碘化锌 在 bis(acetylacetonate)nickel(II) 4-氟苯乙烯 、 四丁基碘化铵 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 16.0h， 以63%的产率得到1-(3-cyclohexylpropanoyl)-piperidine
  参考文献：
  名称：

  Nickel-Catalyzed Cross-Coupling between Functionalized Primary or Secondary Alkylzinc Halides and Primary Alkyl Halides

  摘要：

  In the presence of Bu4NI (3 equiv) and 4-fluorostyrene (20 mol %), unreactive primary and secondary alkylzinc iodides undergo nickel-catalyzed cross-couplings with various primary alkyl iodides or bromides. More reactive secondary dialkylzincs and the mixed zinc organometallics RZnTMSM undergo the cross-coupling reaction in the absence of Bu4NI. The bicyclic secondary diorganozinc 6 prepared via boron-zinc exchange reacts with high retention of configuration. Free NH-groups are tolerated in the cross-coupling allowing the synthesis of aminated products.

  DOI：

  10.1021/jo0105787

文献信息

• Compounds and Compositions as Cathepsin S Inhibitors
  申请人：Liu Hong

  公开号：US20070232606A1

  公开（公告）日：2007-10-04

  The invention provides compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with the activity of Cathepsin S.

  本发明提供了化合物、包含这些化合物的药物组合物以及使用这些化合物治疗或预防与Cathepsin S活性相关的疾病或障碍的方法。
• Regioselective and Enantioselective Copper‐Catalyzed Hydroaminocarbonylation of Unactivated Alkenes and Alkynes
  作者：Yang Yuan、Youcan Zhang、Wenbo Li、Yanying Zhao、Xiao‐Feng Wu

  DOI：10.1002/anie.202309993

  日期：2023.10.2

  report here a general method for the regio- and enantioselective Cu-catalyzed anti-Markovnikov hydroaminocarbonylation of unactivated alkenes under mild conditions. The reaction tolerates a wild range of functional groups and applicable to different classes of alkenes. Alkynes are also compatible under this catalytic system with the cascade hydrogenation-hydroaminocarbonylation process to alkyl amides

  我们在此报告了一种在温和条件下对未活化烯烃进行区域选择性和对映选择性铜催化的反马尔可夫尼科夫氢氨基羰基化的通用方法。该反应可耐受多种官能团，适用于不同类别的烯烃。在该催化系统下，炔烃也可与级联氢化-加氢氨基羰基化过程兼容生成烷基酰胺。
• Cobalt-catalyzed synthesis of amides from alkenes and amines promoted by light
  作者：Mason S. Faculak、Alexander M. Veatch、Erik J. Alexanian

  DOI：10.1126/science.adk2312

  日期：2024.1.5

  coupling of alkenes and amines holds promise as a perfectly atom-economical approach to amide synthesis, but general methods remain underdeveloped. Herein, we report an alkene hydroaminocarbonylation catalyzed by unmodified, inexpensive cobalt carbonyl under mild conditions and low pressure promoted by light. Silane addition after the reaction enables sequential cobalt-catalyzed amide reduction, constituting

  偶联烯烃和胺原料的催化方法在合成化学中很有价值。烯烃和胺的直接羰基偶联有望成为一种完美的原子经济酰胺合成方法，但一般方法仍未开发。在此，我们报道了一种烯烃氢氨基羰基化反应，该反应由未改性、廉价的羰基钴在温和条件下和光促进的低压下催化。反应后添加硅烷可实现钴催化的连续酰胺还原，构成正式的烯烃氢氨基甲基化。这些方法在烯烃和胺组分中都表现出特殊的应用范围，具有高化学选择性和区域选择性，即使在没有溶剂的情况下也能高效进行。通过羰基配体的光解离形成氢钴酸盐被认为是在温和条件下实现催化活性的，这解决了催化中长期存在的挑战。
• COMPOUNDS AND COMPOSITIONS AS CATHEPSIN S INHIBITORS
  申请人：IRM LLC

  公开号：EP1744755B1

  公开（公告）日：2012-12-05