tert-butyl 4-(2-(2-(((benzyloxy)carbonyl)amino)-2-methylpropanamido)-2-methylpropanamido)-4-((1-((1-methoxy-2-methyl-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)carbamoyl)piperidine-1-carboxylate | 1005006-95-0

• 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: tert-butyl 4-(2-(2-(((benzyloxy)carbonyl)amino)-2-methylpropanamido)-2-methylpropanamido)-4-((1-((1-methoxy-2-methyl-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)carbamoyl)piperidine-1-carboxylate
• CAS: 1005006-95-0
• 化学式: C₃₆H₅₆N₆O₁₀
• 分子量: 732.875
• InChiKey: FMNHSNVDMCONSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  52.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  210.57
• 氢给体数：
  5.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(2-(2-(((benzyloxy)carbonyl)amino)-2-methylpropanamido)-2-methylpropanamido)-4-((1-((1-methoxy-2-methyl-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)carbamoyl)piperidine-1-carboxylate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Intramolecular Crosslinking of an Optically Inactive 3₁₀-Helical Peptide:  Stabilization of Structure and Helix Sense

  摘要：

  Cooperative structural stabilization and the deceleration of chirality interconversion of an octapeptide helix are achieved by a single intramolecular side-chain crosslinking, as revealed by X-ray crystallography, H-1 NMR spectroscopy, and computational analyses. The helical inversion is slow on the NMR time scale even at 80 degrees C. This is the first case of decelerated chirality inversion for helices based on the biological backbone, and the sequence -Api-Alb(2)-Api- bridged with p-phenylenediacetic acid may serve as a key structural unit for the design of optically active peptides composed of only achiral building blocks and/or a variety of peptides with enhanced structural rigidity.

  DOI：

  10.1021/ja077857h
• 作为产物：
  描述：

  tert-butyl 4-amino-4-((1-((1-methoxy-2-methyl-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)carbamoyl)piperidine-1-carboxylate 、 Z-Aib-Aib-OH 在 N-羟基-7-氮杂苯并三氮唑 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 96.5h， 以1.49 g的产率得到tert-butyl 4-(2-(2-(((benzyloxy)carbonyl)amino)-2-methylpropanamido)-2-methylpropanamido)-4-((1-((1-methoxy-2-methyl-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)carbamoyl)piperidine-1-carboxylate
  参考文献：
  名称：

  Intramolecular Crosslinking of an Optically Inactive 3₁₀-Helical Peptide:  Stabilization of Structure and Helix Sense

  摘要：

  Cooperative structural stabilization and the deceleration of chirality interconversion of an octapeptide helix are achieved by a single intramolecular side-chain crosslinking, as revealed by X-ray crystallography, H-1 NMR spectroscopy, and computational analyses. The helical inversion is slow on the NMR time scale even at 80 degrees C. This is the first case of decelerated chirality inversion for helices based on the biological backbone, and the sequence -Api-Alb(2)-Api- bridged with p-phenylenediacetic acid may serve as a key structural unit for the design of optically active peptides composed of only achiral building blocks and/or a variety of peptides with enhanced structural rigidity.

  DOI：

  10.1021/ja077857h