(2R,3R,4S,5S,6R)-2-(3-((S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutyl)ureido)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate | 1092561-81-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2R,3R,4S,5S,6R)-2-(3-((S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutyl)ureido)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
• CAS: 1092561-81-3
• 化学式: C₅₈H₅₄N₄O₁₅
• 分子量: 1047.08
• InChiKey: HXTNODGRQZNKJN-YZGOTTFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.52
• 重原子数：
  77.0
• 可旋转键数：
  19.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  249.29
• 氢给体数：
  4.0
• 氢受体数：
  15.0

反应信息

• 作为产物：
  描述：

  (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(3-((2R,3R,4S,5S,6R)-3,4,5-tris(benzoyloxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2-yl)ureido)butanoic acid 、 L-丙氨酸甲酯盐酸盐 在 N-甲基吗啉 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到(2R,3R,4S,5S,6R)-2-(3-((S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-1-methoxy-1-oxopropan-2-yl)amino)-4-oxobutyl)ureido)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
  参考文献：
  名称：

  Nagendra; Hemantha; Sureshbabu, Vommina V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 3, p. 397 - 407

  摘要：

  DOI：

文献信息

• Synthesis of Ureido-Linked Glycosylated Amino Acids from <i>N</i> ^α-Fmoc-Asp/Glu-5-oxazolidinones and Their Application to Neoglycopeptide Synthesis
  作者：Vommina V. Sureshbabu、Rao Venkataramanarao、Shankar A. Naik、N. Narendra

  DOI：10.1080/00397910802213711

  日期：2008.10.22

  A simple route for the synthesis of ureido-linked glycosylated amino acids has been described. The key step involves the reaction of isocyanates derived from N-Fmoc-Asp/Glu-5-oxazolidinones 1 with glycosyl amines followed by hydrolysis. The resulting ureido-linked glycosylated amino acids have been incorporated into peptides. The overall procedure is simple, high-yielding, and involves fewer steps.