(1R,2R)-2-((R)-1-(((S)-tert-butylsulfinyl)amino)-3-phenylpropyl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide | 1428427-75-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1R,2R)-2-((R)-1-(((S)-tert-butylsulfinyl)amino)-3-phenylpropyl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide
• CAS: 1428427-75-1
• 化学式: C₃₄H₄₆N₂O₄S
• 分子量: 578.816
• InChiKey: JAJZLXNUDRBMIP-NOWOYJCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  41.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  76.66
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,2R)-2-((R)-1-(((S)-tert-butylsulfinyl)amino)-3-phenylpropyl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide 在 盐酸 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 25.25h， 生成 (1R,2R)-1-(3-hydroxypropyl)-N-(2-(naphthalen-2-yl)ethyl)-2-((R)-3-phenyl-1-(3-(1-trityl-1H-imidazol-4-yl)propanamido)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,2R)-2-((S)-1-(((S)-tert-butylsulfinyl)amino)-3-phenylprop-2-yn-1-yl)-1-(3-(methoxymethoxy)propyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide 在 palladium 10% on activated carbon 、 氢气 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以67%的产率得到(1R,2R)-2-((R)-1-(((S)-tert-butylsulfinyl)amino)-3-phenylpropyl)-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