(2R,3R)-4-[3-(perfluorooctyl)propyl-1-oxy]benzyl 3-((2R,3R)-3-azido-2-methyl-5-phenylpentanamido)-2-methyl-5-phenylpentanoate | 944479-32-7

• 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: (2R,3R)-4-[3-(perfluorooctyl)propyl-1-oxy]benzyl 3-((2R,3R)-3-azido-2-methyl-5-phenylpentanamido)-2-methyl-5-phenylpentanoate
• CAS: 944479-32-7
• 化学式: C₄₂H₄₁F₁₇N₄O₄
• 分子量: 988.785
• InChiKey: LBQXYEQYISKKTE-QBQKZGEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  67.0
• 可旋转键数：
  25.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  113.39
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2R,3R)-4-[3-(perfluorooctyl)propyl-1-oxy]benzyl 3-((2R,3R)-3-azido-2-methyl-5-phenylpentanamido)-2-methyl-5-phenylpentanoate 、 三苯基膦 以 四氢呋喃 为溶剂， 反应 0.08h， 生成
  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：

  (2R,3R)-4-[3-(perfluorooctyl)propyl-1-oxy]benzyl 3-azido-2-methyl-5-phenylpentanoate 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 0.75h， 生成 (2R,3R)-4-[3-(perfluorooctyl)propyl-1-oxy]benzyl 3-((2R,3R)-3-azido-2-methyl-5-phenylpentanamido)-2-methyl-5-phenylpentanoate
  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