(2S)-4-[[(2R,3R,4S,5R,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]carbamoylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid | 1092561-74-4

• 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: (2S)-4-[[(2R,3R,4S,5R,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]carbamoylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid
• CAS: 1092561-74-4
• 化学式: C₄₆H₅₅N₃O₂₂
• 分子量: 1001.95
• InChiKey: LKJFJPXFPGLLIF-HQKHJRPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  71
• 可旋转键数：
  27
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  329
• 氢给体数：
  4
• 氢受体数：
  22

反应信息

• 作为产物：
  描述：

  在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以72%的产率得到(2S)-4-[[(2R,3R,4S,5R,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]carbamoylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid
  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：——