(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-N-(cyanomethyl)propanamido)propanoate | 1253056-50-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-N-(cyanomethyl)propanamido)propanoate
• CAS: 1253056-50-6
• 化学式: C₁₇H₂₁N₃O₅
• 分子量: 347.371
• InChiKey: NMIFNXBGGOKZDP-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  108.73
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-N-(cyanomethyl)propanamido)propanoate 在 吡啶 、 硫代乙酸 作用下， 以 二氯甲烷 为溶剂， 以61%的产率得到(S)-methyl-2-((S)-N-(2-amino-2-thioxoethyl)-2-(((benzyloxy)carbonyl)amino)propanamido)propanoate
  参考文献：
  名称：

  New Family of Peptidomimetics Based on the Imidazole Motif

  摘要：

  Starting from amino acid esters, new peptidomimetics based on the imidazole scaffold were prepared. An efficient and rapid sequence consisting of two subsequent one-pot procedures was developed and applied to various aminoacids. As they provide more substitution patterns, these heterocyclic mimics are promising tools for structural and biological studies.

  DOI：

  10.1021/ol102118u
• 作为产物：
  描述：

  methyl (2S)-2-(methylideneamino)propanoate 在 propylphosphonic anhydride 、 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 56.0h， 生成 (S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-N-(cyanomethyl)propanamido)propanoate
  参考文献：
  名称：

  New Family of Peptidomimetics Based on the Imidazole Motif

  摘要：

  Starting from amino acid esters, new peptidomimetics based on the imidazole scaffold were prepared. An efficient and rapid sequence consisting of two subsequent one-pot procedures was developed and applied to various aminoacids. As they provide more substitution patterns, these heterocyclic mimics are promising tools for structural and biological studies.

  DOI：

  10.1021/ol102118u