3-((1R,2S)-1-(allyl(2-(naphthalen-2-yl)ethyl)carbamoyl)-2-((S)-3-phenyl-1-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)propyl)cyclopropyl)propyl acetate | 1428428-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-((1R,2S)-1-(allyl(2-(naphthalen-2-yl)ethyl)carbamoyl)-2-((S)-3-phenyl-1-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)propyl)cyclopropyl)propyl acetate
• CAS: 1428428-29-8
• 化学式: C₄₃H₄₇F₃N₂O₅
• 分子量: 728.852
• InChiKey: YFLITRMTAHIANS-OPUMPXNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.97
• 重原子数：
  53.0
• 可旋转键数：
  18.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-((1R,2S)-1-(allyl(2-(naphthalen-2-yl)ethyl)carbamoyl)-2-((S)-3-phenyl-1-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)propyl)cyclopropyl)propyl acetate 在 [RuHCl(CO)(PPh₃)₃] 、 2,6-二甲基吡啶 、 叔丁基过氧化氢 、 sodium periodate 、 四氧化锇 、 potassium carbonate 作用下， 以 甲苯 、 1,4-二氧六环 、 水 、 叔丁醇 、 甲醇 为溶剂， 反应 11.0h， 以13 mg的产率得到(1R,2S)-1-(3-hydroxypropyl)-N-(2-(naphthalen-2-yl)ethyl)-2-((S)-3-phenyl-1-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)propyl)cyclopropane-1-carboxamide
  参考文献：
  名称：

  Three-Dimensional Structural Diversity-Oriented Peptidomimetics Based on the Cyclopropylic Strain

  摘要：

  Conformationally restricted peptidomimetics comprising eight stereoisomeric scaffolds with three-dimensional structural diversity were designed based on the structural features of cyclopropane, that is, cyclopropylic strain, which mimic wide-ranging tetrapeptide conformations covering beta-turns through beta-strands. Stereoselective synthesis of the designed peptidomimetics led to the identification of nonpeptidic melanocortin-4 receptor ligands.

  DOI：

  10.1021/ol400469w
• 作为产物：
  描述：

  (1R,2S)-N-allyl-2-((S)-1-(((R)-tert-butylsulfinyl)amino)-3-phenylpropyl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 3-((1R,2S)-1-(allyl(2-(naphthalen-2-yl)ethyl)carbamoyl)-2-((S)-3-phenyl-1-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)propyl)cyclopropyl)propyl acetate
  参考文献：
  名称：

  Three-Dimensional Structural Diversity-Oriented Peptidomimetics Based on the Cyclopropylic Strain

  摘要：

  Conformationally restricted peptidomimetics comprising eight stereoisomeric scaffolds with three-dimensional structural diversity were designed based on the structural features of cyclopropane, that is, cyclopropylic strain, which mimic wide-ranging tetrapeptide conformations covering beta-turns through beta-strands. Stereoselective synthesis of the designed peptidomimetics led to the identification of nonpeptidic melanocortin-4 receptor ligands.

  DOI：

  10.1021/ol400469w