methyl 3-oxo-2-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]butanoate | 208665-37-6

• 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: methyl 3-oxo-2-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]butanoate
• CAS: 208665-37-6
• 化学式: C₂₂H₂₄N₂O₆
• 分子量: 412.442
• InChiKey: PGGXOXGWLZYDNB-OYKVQYDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 3-oxo-2-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]butanoate 在 palladium on activated charcoal N-甲基吗啉 、 sodium hydroxide 、 氢气 、 碘 、 三乙胺 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 (S)-2-{[2-((S)-1-Amino-2-phenyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  Synthesis of new oxazole-containing peptidomimetics

  摘要：

  Enantiospecific syntheses of optically active amino acids containing an oxazole moiety are described. Two different strategies for their insertion in a peptidomimetic chain are also discussed. The procedures presented are based on materials readily available in multigram quantities. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00109-8
• 作为产物：
  描述：

  ethoxycarbonyl (2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate 在 dirhodium tetraacetate 、 氨 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 36.0h， 生成 methyl 3-oxo-2-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]butanoate
  参考文献：
  名称：

  Synthesis of new oxazole-containing peptidomimetics

  摘要：

  Enantiospecific syntheses of optically active amino acids containing an oxazole moiety are described. Two different strategies for their insertion in a peptidomimetic chain are also discussed. The procedures presented are based on materials readily available in multigram quantities. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00109-8

文献信息

• <i>N</i>-Aryl Imidazole Platforms - Synthesis and Structural Investigation
  作者：Abdulselam Adam、Saber Mehrparvar、Gebhard Haberhauer、Karl-Heinz Glüsenkamp、Christoph Wölper

  DOI：10.1002/ejoc.201800277

  日期：2018.5.24

  By starting from chiral N‐aryl imidazole amino acids C3‐symmetric platforms that have bromine atoms in ortho, meta and para position relative to the imidazole unit were synthesized. The molecular structures of these N‐aryl imidazole platforms were studied by NMR spectroscopy, X‐ray crystallography, and quantum chemical calculations.

  通过从手性N-芳基咪唑氨基酸开始，合成了相对于咪唑单元在邻位，间位和对位具有溴原子的C 3-对称平台。这些N-芳基咪唑平台的分子结构通过NMR光谱，X射线晶体学和量子化学计算进行了研究。
• Synthetic approaches to the ‘Azole’ peptide mimetics
  作者：Thomas D. Gordon、Jasbir Singh、Philip E. Hansen、Barry A. Morgan

  DOI：10.1016/s0040-4039(00)91958-0

  日期：1993.3
• Synthesis of new oxazole-containing peptidomimetics
  作者：Massimo Falorni、Giovanna Dettori、Giampaolo Giacomelli

  DOI：10.1016/s0957-4166(98)00109-8

  日期：1998.4

  Enantiospecific syntheses of optically active amino acids containing an oxazole moiety are described. Two different strategies for their insertion in a peptidomimetic chain are also discussed. The procedures presented are based on materials readily available in multigram quantities. (C) 1998 Elsevier Science Ltd. All rights reserved.