[(2R,3R,4R,6R)-4-amino-3-[(2S,4R,5R,6R)-5-[(2R,4R,5R,6R)-4-amino-5-hydroxy-6-(3-methylbutanoyloxymethyl)oxan-2-yl]oxy-4-[2-(6-bromo-1H-indol-3-yl)acetyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-phenylsulfanyloxan-2-yl]methyl benzoate | 1239701-43-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4R,6R)-4-amino-3-[(2S,4R,5R,6R)-5-[(2R,4R,5R,6R)-4-amino-5-hydroxy-6-(3-methylbutanoyloxymethyl)oxan-2-yl]oxy-4-[2-(6-bromo-1H-indol-3-yl)acetyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-phenylsulfanyloxan-2-yl]methyl benzoate
• CAS: 1239701-43-9
• 化学式: C₄₆H₅₆BrN₃O₁₃S
• 分子量: 970.933
• InChiKey: KQSZOHWUTRXRIN-RBHVTGOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  64
• 可旋转键数：
  20
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  259
• 氢给体数：
  5
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  在 水 作用下， 以 四氢呋喃 为溶剂， 生成 [(2R,3R,4R,6R)-4-amino-3-[(2S,4R,5R,6R)-5-[(2R,4R,5R,6R)-4-amino-5-hydroxy-6-(3-methylbutanoyloxymethyl)oxan-2-yl]oxy-4-[2-(6-bromo-1H-indol-3-yl)acetyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-phenylsulfanyloxan-2-yl]methyl benzoate
  参考文献：
  名称：

  Design and synthesis of functionalized trisaccharides as p53-peptide mimics

  摘要：

  Oligosaccharides represent potentially useful scaffolds for the development of peptidomimetics. We report here the design and synthesis of functionalized trisaccharides modeled after an alpha-helical 15-mer peptide region of p53 which binds to its cellular regulator MDM2. The trisaccharide scaffold was obtained efficiently by applying the sulfoxide glycosylation reaction as a key methodology. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.012

文献信息

• Design and synthesis of functionalized trisaccharides as p53-peptide mimics
  作者：Kaori Sakurai、Daniel Kahne

  DOI：10.1016/j.tetlet.2010.05.012

  日期：2010.7

  Oligosaccharides represent potentially useful scaffolds for the development of peptidomimetics. We report here the design and synthesis of functionalized trisaccharides modeled after an alpha-helical 15-mer peptide region of p53 which binds to its cellular regulator MDM2. The trisaccharide scaffold was obtained efficiently by applying the sulfoxide glycosylation reaction as a key methodology. (C) 2010 Elsevier Ltd. All rights reserved.