(2R,3R,4S,5R,6R)-2-(3-((S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-1-methoxy-3-methyl-1-oxobutan-2-yl)amino)-4-oxobutyl)ureido)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1092561-78-8

• 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,4S,5R,6R)-2-(3-((S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-1-methoxy-3-methyl-1-oxobutan-2-yl)amino)-4-oxobutyl)ureido)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1092561-78-8
• 化学式: C₄₀H₅₀N₄O₁₅
• 分子量: 826.855
• InChiKey: GWRCSDFMQLEYGD-HUAMOTJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  59.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  L-缬氨酸甲酯 、 (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]carbamoylamino]butanoic acid 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 二氯甲烷 为溶剂， 反应 4.0h， 以85%的产率得到(2R,3R,4S,5R,6R)-2-(3-((S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((S)-1-methoxy-3-methyl-1-oxobutan-2-yl)amino)-4-oxobutyl)ureido)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  Synthesis of Ureido-Linked Glycosylated Amino Acids from N ^α-Fmoc-Asp/Glu-5-oxazolidinones and Their Application to Neoglycopeptide Synthesis

  摘要：

  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.

  DOI：

  10.1080/00397910802213711

文献信息

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

  DOI：——

  日期：——