N-[4-(acetoxymethyl)phenyl]-pyrrolidine-3-carbaldehyde-1-carboxamide | 1253678-71-5

• 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-[4-(acetoxymethyl)phenyl]-pyrrolidine-3-carbaldehyde-1-carboxamide
• CAS: 1253678-71-5
• 化学式: C₁₅H₁₈N₂O₄
• 分子量: 290.319
• InChiKey: HGBOEILBZKTUPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  75.71
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[4-(acetoxymethyl)phenyl]-pyrrolidine-3-carbaldehyde-1-carboxamide 、 6-氨基己酸甲酯 盐酸盐 在 三乙胺 、 sodium cyanoborohydride 作用下， 以 甲醇 、 四氢呋喃 为溶剂， 反应 1.0h， 以0.029 g的产率得到N-[4-(acetoxymethyl)phenyl]-3-[[N-(5-methoxycarbonylpentyl)amino]methyl]-pyrrolidine-1-carboxamide
  参考文献：
  名称：

  Design and preparation of sterol mimetics as potential antiparasitics

  摘要：

  We have previously shown that azasterols have activity against Trypanosoma brucei, Trypanosoma cruzi and Leishmania species, which are the causative agents of various neglected tropical diseases. In this paper, we discuss the replacement of the sterol core of the azasterols with sterol mimics. Various mimics were designed, and the structures were minimised to see if they could adopt a similar conformation to that of the azasterols. From this, two series of mimics were synthesised and then evaluated against the parasites. Compounds showed moderate activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.08.007
• 作为产物：
  描述：

  N-[4-(acetoxymethyl)phenyl]-3-(hydroxymethyl)pyrrolidine-1-carboxamide 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 生成 N-[4-(acetoxymethyl)phenyl]-pyrrolidine-3-carbaldehyde-1-carboxamide
  参考文献：
  名称：

  Design and preparation of sterol mimetics as potential antiparasitics

  摘要：

  We have previously shown that azasterols have activity against Trypanosoma brucei, Trypanosoma cruzi and Leishmania species, which are the causative agents of various neglected tropical diseases. In this paper, we discuss the replacement of the sterol core of the azasterols with sterol mimics. Various mimics were designed, and the structures were minimised to see if they could adopt a similar conformation to that of the azasterols. From this, two series of mimics were synthesised and then evaluated against the parasites. Compounds showed moderate activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.08.007