(E)-1,2:5,6-di-O-isopropylidene-α-D-ribo-hexofuranos-3-ulose p-bromobenzoylhydrazone | 1198292-09-9

• 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: (E)-1,2:5,6-di-O-isopropylidene-α-D-ribo-hexofuranos-3-ulose p-bromobenzoylhydrazone
• CAS: 1198292-09-9
• 化学式: C₁₉H₂₃BrN₂O₆
• 分子量: 455.305
• InChiKey: ATTQHONYNGHDGN-PGABAUMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  87.61
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  1,2:5,6-二-o-异亚丙基-alpha-d-ribo-3-己呋喃核糖 、 对溴苯甲酰肼 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 (E)-1,2:5,6-di-O-isopropylidene-α-D-ribo-hexofuranos-3-ulose p-bromobenzoylhydrazone 、 (Z)-1,2:5,6-di-O-isopropylidene-α-D-ribo-hexofuranos-3-ulose p-bromobenzoylhydrazone
  参考文献：
  名称：

  Microwave-assisted efficient synthesis of glucose-based 3-acetyl-5-alkyl-2,3-dihydro-1,3,4-oxadiazole derivatives catalyzed by sodium acetate

  摘要：

  A novel approach to synthesize glucose-based 3-acetyl-5-alkyl-2,3-dihydro-1,3,4-oxadiazoles with the assistance of microwave irradiation was developed. The effects of different catalysts on the heterocyclization process were investigated, and the reaction conditions were optimized, with NaOAc emerging as the catalyst of choice. Under the optimized conditions, a series of novel 3-acetyl-5-alkyl-2,3-dihydro-1,3,4-oxadiazole derivatives 4 and 5 were successfully synthesized from hydrazones 2 and 3. The absolute configurations of hydrazones 2, 3 and oxadiazoles 4, 5 were confirmed by NMR spectroscopic data. The ratio of the isomers 4 and 5 was similar to 1:1. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.07.009