[(3R,4S,5S)-5-(azidomethyl)-2-oxo-4-phenylmethoxyoxolan-3-yl] trifluoromethanesulfonate | 1086785-81-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(3R,4S,5S)-5-(azidomethyl)-2-oxo-4-phenylmethoxyoxolan-3-yl] trifluoromethanesulfonate
• CAS: 1086785-81-0
• 化学式: C₁₃H₁₂F₃N₃O₆S
• 分子量: 395.316
• InChiKey: HPKIKFDFPQUFMQ-GARJFASQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  甲醇 、 [(3R,4S,5S)-5-(azidomethyl)-2-oxo-4-phenylmethoxyoxolan-3-yl] trifluoromethanesulfonate 在 potassium carbonate 作用下， 反应 1.0h， 以1.47 g的产率得到methyl 2,4-anhydro-5-azido-3-O-benzyl-5-deoxy-L-ribonate
  参考文献：
  名称：

  Oxetane amino acids: synthesis of tetrameric and hexameric carbopeptoids derived from l-ribo 4-(aminomethyl)-oxetan-2-carboxylic acid

  摘要：

  The synthesis of methyl 2,4-anhydro-5-azido-3-O-benzyl-5-deoxy-L-ribonate, a delta-2,4-cis-oxetane-azido ester scaffold derived from L-arabinose, is reported. Iterative coupling methods were utilised to form homo-oligomers up to the hexamer in order to investigate the secondary structural preferences of these systems. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.03.030
• 作为产物：
  描述：

  5-azido-3-O-benzyl-5-deoxy-L-arabino-1,4-lactone 、 三氟甲磺酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 [(3R,4S,5S)-5-(azidomethyl)-2-oxo-4-phenylmethoxyoxolan-3-yl] trifluoromethanesulfonate
  参考文献：
  名称：

  Oxetane amino acids: synthesis of tetrameric and hexameric carbopeptoids derived from l-ribo 4-(aminomethyl)-oxetan-2-carboxylic acid

  摘要：

  The synthesis of methyl 2,4-anhydro-5-azido-3-O-benzyl-5-deoxy-L-ribonate, a delta-2,4-cis-oxetane-azido ester scaffold derived from L-arabinose, is reported. Iterative coupling methods were utilised to form homo-oligomers up to the hexamer in order to investigate the secondary structural preferences of these systems. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.03.030

文献信息

• Oxetane amino acids: synthesis of tetrameric and hexameric carbopeptoids derived from l-ribo 4-(aminomethyl)-oxetan-2-carboxylic acid
  作者：Beatrice Lopez-Ortega、Sarah F. Jenkinson、Timothy D.W. Claridge、George W.J. Fleet

  DOI：10.1016/j.tetasy.2008.03.030

  日期：2008.5

  The synthesis of methyl 2,4-anhydro-5-azido-3-O-benzyl-5-deoxy-L-ribonate, a delta-2,4-cis-oxetane-azido ester scaffold derived from L-arabinose, is reported. Iterative coupling methods were utilised to form homo-oligomers up to the hexamer in order to investigate the secondary structural preferences of these systems. (C) 2008 Elsevier Ltd. All rights reserved.