Z-Val-ψ[CH3NH]Phe-OMe | 1010816-62-2

• 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: Z-Val-ψ[CH3NH]Phe-OMe
• 英文别名: methyl (2S)-2-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butyl]amino]-3-phenylpropanoate
• CAS: 1010816-62-2
• 化学式: C₂₃H₃₀N₂O₄
• 分子量: 398.502
• InChiKey: CELQEZAIWHQZMF-LEWJYISDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-(1-碘甲基-2-甲基丙基)氨基甲酸苄酯 、 L-苯丙氨酸甲酯盐酸盐 在 4 Angstroem MS 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以75%的产率得到Z-Val-ψ[CH3NH]Phe-OMe
  参考文献：
  名称：

  Novel route in the synthesis of ψ[CH2NH] amide bond surrogate

  摘要：

  An alternative method for the synthesis of pseudopeptides containing a psi[CH2NH] amide bond surrogate is reported. The synthetic approach is based on a nucleophilic displacement of the chiral N-protected beta-iodoamines with conveniently protected amino acid esters. The compatibility of this method with both conventional and microwave-assisted peptide synthesis should increase the potentiality of the psi[CH2NH] peptide bond isostere in peptide chemistry. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.112

文献信息

• Novel route in the synthesis of ψ[CH2NH] amide bond surrogate
  作者：Pietro Campiglia、Claudio Aquino、Alessia Bertamino、Marina Sala、Isabel M. Gomez-Monterrey、Ettore Novellino、Paolo Grieco

  DOI：10.1016/j.tetlet.2007.11.112

  日期：2008.1

  An alternative method for the synthesis of pseudopeptides containing a psi[CH2NH] amide bond surrogate is reported. The synthetic approach is based on a nucleophilic displacement of the chiral N-protected beta-iodoamines with conveniently protected amino acid esters. The compatibility of this method with both conventional and microwave-assisted peptide synthesis should increase the potentiality of the psi[CH2NH] peptide bond isostere in peptide chemistry. (c) 2007 Elsevier Ltd. All rights reserved.