ethyl 3-((1R,2S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-((2-(naphthalen-2-yl)ethyl)carbamoyl)cyclopropyl)acrylate | 1428427-52-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 3-((1R,2S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-((2-(naphthalen-2-yl)ethyl)carbamoyl)cyclopropyl)acrylate
• CAS: 1428427-52-4
• 化学式: C₃₈H₄₃NO₄Si
• 分子量: 605.849
• InChiKey: GFQQDGRJFCKCAX-VZWFPNHASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  44.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-((1R,2S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-((2-(naphthalen-2-yl)ethyl)carbamoyl)cyclopropyl)acrylate 在 锂硼氢 、 palladium 10% on activated carbon 、 甲酸铵 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 32.5h， 生成 (1S,2S)-2-(((tert-butyldiphenylsilyl)oxy)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
• 作为产物：
  描述：

  (1S,2S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-(hydroxymethyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide 在 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 ethyl 3-((1R,2S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-((2-(naphthalen-2-yl)ethyl)carbamoyl)cyclopropyl)acrylate
  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