Boc-Val^u-Ala^u-Leu^u-Pro^u-Pro^u-Pro^u-Val^u-Ala^u-Leu^u-NHMe | 1610367-29-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: Boc-Val^u-Ala^u-Leu^u-Pro^u-Pro^u-Pro^u-Val^u-Ala^u-Leu^u-NHMe
• 英文别名: tert-butyl N-[(2S)-3-methyl-1-[[(2S)-1-[[(2S)-4-methyl-1-[[(2S)-2-[[[(2S)-2-[[[(2S)-2-[[[(2S)-3-methyl-1-[[(2S)-1-[[(2S)-4-methyl-1-(methylcarbamoylamino)pentan-2-yl]carbamoylamino]propan-2-yl]carbamoylamino]butan-2-yl]carbamoylamino]methyl]pyrrolidine-1-carbonyl]amino]methyl]pyrrolidine-1-carbonyl]amino]methyl]pyrrolidine-1-carbonyl]amino]pentan-2-yl]carbamoylamino]propan-2-yl]carbamoylamino]butan-2-yl]carbamate
• CAS: 1610367-29-7
• 化学式: C₅₈H₁₁₁N₁₉O₁₁
• 分子量: 1250.64
• InChiKey: ITQSUNFRMDCYMQ-WEPIAPPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  88
• 可旋转键数：
  32
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  382
• 氢给体数：
  16
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2-[(2,5-dioxo-pyrrolidin-1-yloxycarbonylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 1.5h， 生成 Boc-Val^u-Ala^u-Leu^u-Pro^u-Pro^u-Pro^u-Val^u-Ala^u-Leu^u-NHMe
  参考文献：
  名称：

  Synthesis and Folding Propensity of Aliphatic Oligoureas Containing Repeats of Proline-Type Units

  摘要：

  The synthesis and conformational analysis of aliphatic oligoureas containing multiple adjacent N-alkylated units derived from proline (i.e., Pro(u)) are reported. The insertion of trisubstituted ureas in the main chain of N,N'-linked oligourea foldamers locally impairs the characteristic three centered-hydrogen bonding pattern associated with the formation of 2.5-helical structures. Three series of oligomers have been studied: one series in which the Pro(u) repeat is flanked on both sides by canonical urea residues (e.g., oligomers 2-6), one series with canonical residues on either side of the Pro(u) repeat (oligomers 12 and 23), and one series consisting exclusively of Pro(u) residues (oligomers 25 and 26). Spectroscopic (NMR and electronic circular dichroism) and X-ray diffraction studies reveal that the 2.5-helix formed by oligomers of N,N'-disubstituted ureas is robust enough to accommodate short oligopyrrolidine segments (Pro(u))(n) (n < 7) that alone display no intrinsic folding propensity.

  DOI：

  10.1021/jo5006075