methyl (3-((2-methoxy-2-oxoethyl)amino)-3-oxopropanoyl)-L-phenylalaninate | 1000706-30-8

• 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: methyl (3-((2-methoxy-2-oxoethyl)amino)-3-oxopropanoyl)-L-phenylalaninate
• CAS: 1000706-30-8
• 化学式: C₁₆H₂₀N₂O₆
• 分子量: 336.345
• InChiKey: HXJLZXWMDUAMCK-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.43
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  110.8
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-甲基丁醛 、 methyl (3-((2-methoxy-2-oxoethyl)amino)-3-oxopropanoyl)-L-phenylalaninate 在 哌啶 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以85%的产率得到methyl (2S)-2-[2-(2-methoxy-2-oxoethylcarbamoyl)-4-methylhex-2-enamido]-3-phenylpropanoate
  参考文献：
  名称：

  Short malonyl dehydro peptides as potential scaffolds for peptidomimetics by an efficient Knoevenagel reaction

  摘要：

  Non-symmetric disubstituted malonamides rAA-mGly-AA', obtained from Meldrum's acid, were considered as methylene active compounds and a Knoevenagel condensation methodology was developed involving piperidine and activated 4 molecular sieves as catalysts. The reaction is efficient, broad in scope, and easy to perform and allows access to E/Z mixtures of short malonyl dehydro peptides (MDHPs) rAA-m Delta(2)AAaEuro(3)-AA', partially modified retro peptides characterized by an interesting combination of retro and dehydro modifications in the same structure.

  DOI：

  10.1007/s00726-009-0462-1