(1R,2S)-N-allyl-2-((((S)-tert-butylsulfinyl)imino)methyl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide | 1428428-18-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1R,2S)-N-allyl-2-((((S)-tert-butylsulfinyl)imino)methyl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide
• CAS: 1428428-18-5
• 化学式: C₂₉H₄₀N₂O₄S
• 分子量: 512.714
• InChiKey: SOWMPKDCVASAEX-HBHMWIPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.34
• 重原子数：
  36.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  68.2
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,2S)-N-allyl-2-((((S)-tert-butylsulfinyl)imino)methyl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide 在 盐酸 、 六甲基磷酰三胺 、 三甲基乙酰氯 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯苯 为溶剂， 反应 1.5h， 生成 3-((1R,2S)-1-(allyl(2-(naphthalen-2-yl)ethyl)carbamoyl)-2-((R)-3-phenyl-1-(3-(1-trityl-1H-imidazol-4-yl)propanamido)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
• 作为产物：
  描述：

  (1R,2S)-N-allyl-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide 在 四丁基氟化铵 、 戴斯-马丁氧化剂 、 copper(II) sulfate 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 17.0h， 生成 (1R,2S)-N-allyl-2-((((S)-tert-butylsulfinyl)imino)methyl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)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