(9H-fluoren-9-yl)methyl ((S)-2-(benzyloxy)-1-(3-((S)-1-((tert-butoxycarbonyl)amino)ethyl)-1,2,4-oxadiazol-5-yl)ethyl)carbamate | 1058148-50-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (9H-fluoren-9-yl)methyl ((S)-2-(benzyloxy)-1-(3-((S)-1-((tert-butoxycarbonyl)amino)ethyl)-1,2,4-oxadiazol-5-yl)ethyl)carbamate
• CAS: 1058148-50-7
• 化学式: C₃₃H₃₆N₄O₆
• 分子量: 584.672
• InChiKey: BEMGFCWMSCYFSJ-KMRXNPHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.45
• 重原子数：
  43.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  124.81
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  tert-butyl (S)-(1-(hydroxyamino)-1-iminopropan-2-yl)carbamate 、 [(S)-2-benzyloxy-1-fluorocarbonylethyl]carbamic acid 9H-fluoren-9-yl-methyl ester 在 N-甲基吗啉 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 3.25h， 以68%的产率得到(9H-fluoren-9-yl)methyl ((S)-2-(benzyloxy)-1-(3-((S)-1-((tert-butoxycarbonyl)amino)ethyl)-1,2,4-oxadiazol-5-yl)ethyl)carbamate
  参考文献：
  名称：

  Synthesis of 1,2,4-oxadiazole-linked orthogonally urethane-protected dipeptide mimetics

  摘要：

  The synthesis of a new class of 1,2,4-oxadiazole-linked orthogonally urethane-protected dipeptide mimetics is described. The protocol employs a reaction between an N-protected amino acyl fluoride and an amino acid-derived amidoxime. All the three commonly employed urethanes have been used in this protocol for N-protection. The course of the reaction was found to be high yielding and all new compounds were well characterized by NMR and mass spectroscopy. The C-acyl amidoxime intermediate has also been isolated as a stable solid. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.091