(2S,3S)-4-[3-(perfluorooctyl)propyl-1-oxy]benzyl 3-((2S,3S)-3-((2R,3R)-3-azido-2-methyl-5-phenylpentanamido)-2,5-dimethylhexanamido)-2,5-dimethylhexanoate | 944479-65-6

• 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: (2S,3S)-4-[3-(perfluorooctyl)propyl-1-oxy]benzyl 3-((2S,3S)-3-((2R,3R)-3-azido-2-methyl-5-phenylpentanamido)-2,5-dimethylhexanamido)-2,5-dimethylhexanoate
• CAS: 944479-65-6
• 化学式: C₄₆H₅₆F₁₇N₅O₅
• 分子量: 1081.95
• InChiKey: PJTDIYBFXNADLE-SCHWTUCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.18
• 重原子数：
  73.0
• 可旋转键数：
  29.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  142.49
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,3S)-4-[3-(perfluorooctyl)propyl-1-oxy]benzyl 3-((2S,3S)-3-((2R,3R)-3-azido-2-methyl-5-phenylpentanamido)-2,5-dimethylhexanamido)-2,5-dimethylhexanoate 在 palladium dihydroxide 氢气 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 生成 (2S,3S)-3-((2S,3S)-3-((2R,3R)-3-amino-2-methyl-5-phenylpentanamido)-2,5-dimethylhexanamido)-2,5-dimethylhexanoic acid
  参考文献：
  名称：

  The azido acid approach to β-peptides: parallel synthesis of a tri-β-peptide library by fluorous tagging

  摘要：

  A small tri-beta-peptide library was prepared starting from three enantio- and diastereopure azido acids. Fluorous tagging followed by two cycles of azide reduction, fluorous solid phase extraction (f-SPE), peptide coupling with the original azido acids, and f-SPE provided 27 protected azido peptides. Reduction and HPLC purification provided 25 of the 27 targeted tri-beta-peptides in acceptable yields and excellent purities. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.03.034
• 作为产物：
  描述：

  在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 1.25h， 生成 (2S,3S)-4-[3-(perfluorooctyl)propyl-1-oxy]benzyl 3-((2S,3S)-3-((2R,3R)-3-azido-2-methyl-5-phenylpentanamido)-2,5-dimethylhexanamido)-2,5-dimethylhexanoate
  参考文献：
  名称：

  The azido acid approach to β-peptides: parallel synthesis of a tri-β-peptide library by fluorous tagging

  摘要：

  A small tri-beta-peptide library was prepared starting from three enantio- and diastereopure azido acids. Fluorous tagging followed by two cycles of azide reduction, fluorous solid phase extraction (f-SPE), peptide coupling with the original azido acids, and f-SPE provided 27 protected azido peptides. Reduction and HPLC purification provided 25 of the 27 targeted tri-beta-peptides in acceptable yields and excellent purities. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.03.034