N-cyclohexyl-2-chloro-3-phenylpropanamide | 959628-09-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-cyclohexyl-2-chloro-3-phenylpropanamide
• 英文别名: chloro-N-cyclohexylhydrocinnamamide；2-chloro-N-cyclohexyl-3-phenylpropanamide
• CAS: 959628-09-2
• 化学式: C₁₅H₂₀ClNO
• 分子量: 265.783
• InChiKey: DAUSQYHMOZTQKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  环己胺 、 2,2-dichloro-3-phenylpropanal 在 N-羟基-7-氮杂苯并三氮唑 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以85%的产率得到N-cyclohexyl-2-chloro-3-phenylpropanamide
  参考文献：
  名称：

  Nucleophilic Carbene and HOAt Relay Catalysis in an Amide Bond Coupling:  An Orthogonal Peptide Bond Forming Reaction

  摘要：

  A catalyzed internal redox process provides a route from alpha-reducible aldehydes and amines; to alpha-reduced amides. The chemistry is catalyzed by nucleophilic carbenes and common peptide cocatalysts such as HOBt and HOAt in a relay fashion. The transformation proceeds in excellent yields using a variety of primary and secondary alkyl and aryl amines. The aldehyde component may be varied from haloaldehydes to epoxy and aziridino aldehydes as well as enals. The latter three substrates provide for a waste-free amide bond forming reaction.

  DOI：

  10.1021/ja0764052

文献信息

• [EN] TARGETED AUTOPHAGY CONJUGATES AND METHODS<br/>[FR] CONJUGUÉS D'AUTOPHAGIE CIBLÉE ET PROCÉDÉS
  申请人：FRONTIER MEDICINES CORP

  公开号：WO2021061858A1

  公开（公告）日：2021-04-01

  Provided herein are methods and compounds for targeted autophagy.

  本文提供了针对靶向自噬的方法和化合物。
• Nucleophilic Carbene and HOAt Relay Catalysis in an Amide Bond Coupling:  An Orthogonal Peptide Bond Forming Reaction
  作者：Harit U. Vora、Tomislav Rovis

  DOI：10.1021/ja0764052

  日期：2007.11.1

  A catalyzed internal redox process provides a route from alpha-reducible aldehydes and amines; to alpha-reduced amides. The chemistry is catalyzed by nucleophilic carbenes and common peptide cocatalysts such as HOBt and HOAt in a relay fashion. The transformation proceeds in excellent yields using a variety of primary and secondary alkyl and aryl amines. The aldehyde component may be varied from haloaldehydes to epoxy and aziridino aldehydes as well as enals. The latter three substrates provide for a waste-free amide bond forming reaction.