isopropyl 2,4-anhydro-5-azido-5-deoxy-3-O-trifluoromethanesulfonyl-D-lyxonate | 807617-87-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: isopropyl 2,4-anhydro-5-azido-5-deoxy-3-O-trifluoromethanesulfonyl-D-lyxonate
• 英文别名: propan-2-yl (2S,3S,4R)-4-(azidomethyl)-3-(trifluoromethylsulfonyloxy)oxetane-2-carboxylate
• CAS: 807617-87-4
• 化学式: C₉H₁₂F₃N₃O₆S
• 分子量: 347.272
• InChiKey: DTWQKBCQTHGZEW-VQVTYTSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  isopropyl 2,4-anhydro-5-azido-5-deoxy-3-O-trifluoromethanesulfonyl-D-lyxonate 在 氧化汞红 作用下， 以 丁酮 为溶剂， 反应 18.0h， 以98%的产率得到isopropyl 2,4-anhydro-5-azido-5-deoxy-D-arabinonate
  参考文献：
  名称：

  Pseudoenantiomeric oxetane δ-amino acid scaffolds derived from L-rhamnose and D-xylose: D/L-alanine-D-serine and glycine-L-serine dipeptide isosteres

  摘要：

  A series of oxetane delta-amino acid scaffolds derived from L-rhamnose and D-xylose provide a new class of templated sugar amino acids (SAA), which can be considered as D/L-alanine-D-serine and glycine-L-serine dipeptide isosteres. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.08.023
• 作为产物：
  描述：

  methyl 2,4-anhydro-5-azido-D-lyxonate 在 吡啶 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 isopropyl 2,4-anhydro-5-azido-5-deoxy-3-O-trifluoromethanesulfonyl-D-lyxonate
  参考文献：
  名称：

  Pseudoenantiomeric oxetane δ-amino acid scaffolds derived from L-rhamnose and D-xylose: D/L-alanine-D-serine and glycine-L-serine dipeptide isosteres

  摘要：

  A series of oxetane delta-amino acid scaffolds derived from L-rhamnose and D-xylose provide a new class of templated sugar amino acids (SAA), which can be considered as D/L-alanine-D-serine and glycine-L-serine dipeptide isosteres. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.08.023

文献信息

• Pseudoenantiomeric oxetane δ-amino acid scaffolds derived from L-rhamnose and D-xylose: D/L-alanine-D-serine and glycine-L-serine dipeptide isosteres
  作者：Stephen W. Johnson、Sarah. F. Jenkinson (née Barker)、Donald Angus、John H. Jones、David J. Watkin、George W.J. Fleet

  DOI：10.1016/j.tetasy.2004.08.023

  日期：2004.10

  A series of oxetane delta-amino acid scaffolds derived from L-rhamnose and D-xylose provide a new class of templated sugar amino acids (SAA), which can be considered as D/L-alanine-D-serine and glycine-L-serine dipeptide isosteres. (C) 2004 Elsevier Ltd. All rights reserved.