N-Fmoc-Met-ψ(CH2-O-CO-NH)-Ala-OMe | 1037509-58-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-Fmoc-Met-ψ(CH2-O-CO-NH)-Ala-OMe
• 英文别名: methyl (2S)-2-[[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylsulfanylbutoxy]carbonylamino]propanoate
• CAS: 1037509-58-2
• 化学式: C₂₅H₃₀N₂O₆S
• 分子量: 486.589
• InChiKey: AIRFAPYBTWYQPR-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-Fmoc-Met-ψ(CH2-O-CO-O)-Pfp 、 L-丙氨酸甲酯盐酸盐 在 N-甲基吗啉 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以94%的产率得到N-Fmoc-Met-ψ(CH2-O-CO-NH)-Ala-OMe
  参考文献：
  名称：

  Efficient Synthesis of N-Fmoc-Aminoalkoxy Pentafluorophenyl Carbonates: Application for the Synthesis of Oligopeptidyl Carbamates

  摘要：

  N-Fmoc--Aminoalkoxy pentafluorophenyl carbonates have been synthesized through the reaction of N-Fmoc--aminoalkoxy carbonyl chloride with pentafluorophenol. The reaction was clean and high yielding, and the products have been fully characterized using infrared, NMR, and mass spectroscopy. Their utility as efficient building blocks for the preparation of N-Fmoc-oligopeptidyl carbamate esters and acids has been demonstrated. The method exemplifies a simple protocol for the efficient preparation of oligopeptidyl carbamates in solution phase.

  DOI：

  10.1080/00397910902790378

文献信息

• Efficient Synthesis of <i>N</i>-Fmoc-Aminoalkoxy Pentafluorophenyl Carbonates: Application for the Synthesis of Oligopeptidyl Carbamates
  作者：Vommina V. Sureshbabu、H. P. Hemantha

  DOI：10.1080/00397910902790378

  日期：2009.9.8

  N-Fmoc--Aminoalkoxy pentafluorophenyl carbonates have been synthesized through the reaction of N-Fmoc--aminoalkoxy carbonyl chloride with pentafluorophenol. The reaction was clean and high yielding, and the products have been fully characterized using infrared, NMR, and mass spectroscopy. Their utility as efficient building blocks for the preparation of N-Fmoc-oligopeptidyl carbamate esters and acids has been demonstrated. The method exemplifies a simple protocol for the efficient preparation of oligopeptidyl carbamates in solution phase.