N-(cyclohexen-1-yl)-1-(2-phenylethyl)-4-(N-propanoylanilino)piperidine-4-carboxamide | 1233201-80-3

• 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: N-(cyclohexen-1-yl)-1-(2-phenylethyl)-4-(N-propanoylanilino)piperidine-4-carboxamide
• CAS: 1233201-80-3
• 化学式: C₂₉H₃₇N₃O₂
• 分子量: 459.632
• InChiKey: HJAPEGZFIMZOFT-UHFFFAOYSA-N

物化性质

• 沸点：
  644.8±55.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 N-(cyclohexen-1-yl)-1-(2-phenylethyl)-4-(N-propanoylanilino)piperidine-4-carboxamide 在 乙酰氯 作用下， 反应 24.0h， 以86%的产率得到卡芬太尼
  参考文献：
  名称：

  Ugi reaction for the synthesis of 4-aminopiperidine-4-carboxylic acid derivatives. Application to the synthesis of carfentanil and remifentanil

  摘要：

  A two-step sequence involving an Ugi four-component reaction was developed for the preparation of 4-acid derivatives. This strategy has led to the successful preparation of two carfentanil and remifentanil in shorter times and better yields than previously described methods. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.120
• 作为产物：
  描述：

  N-(2-苯乙基)-4-哌啶酮 、 异氰基环己烯 、 丙酸 、 苯胺 以 甲醇 为溶剂， 反应 24.0h， 以82%的产率得到N-(cyclohexen-1-yl)-1-(2-phenylethyl)-4-(N-propanoylanilino)piperidine-4-carboxamide
  参考文献：
  名称：

  Ugi reaction for the synthesis of 4-aminopiperidine-4-carboxylic acid derivatives. Application to the synthesis of carfentanil and remifentanil

  摘要：

  A two-step sequence involving an Ugi four-component reaction was developed for the preparation of 4-acid derivatives. This strategy has led to the successful preparation of two carfentanil and remifentanil in shorter times and better yields than previously described methods. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.120

文献信息

• Ugi reaction for the synthesis of 4-aminopiperidine-4-carboxylic acid derivatives. Application to the synthesis of carfentanil and remifentanil
  作者：Sandra Malaquin、Mouhamad Jida、Jean-Claude Gesquiere、Rebecca Deprez-Poulain、Benoit Deprez、Guillaume Laconde

  DOI：10.1016/j.tetlet.2010.03.120

  日期：2010.6

  A two-step sequence involving an Ugi four-component reaction was developed for the preparation of 4-acid derivatives. This strategy has led to the successful preparation of two carfentanil and remifentanil in shorter times and better yields than previously described methods. (C) 2010 Elsevier Ltd. All rights reserved.