(1S,2S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-(hydroxymethyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide | 1428427-50-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1S,2S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-(hydroxymethyl)-N-(2-(naphthalen-2-yl)ethyl)cyclopropane-1-carboxamide
• CAS: 1428427-50-2
• 化学式: C₃₄H₃₉NO₃Si
• 分子量: 537.774
• InChiKey: ZQQLPRINNCVNPP-ANHUGMMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  39.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  在 4-甲基苯磺酸吡啶 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以8.01 g的产率得到(1S,2S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1-(hydroxymethyl)-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