5-(4-chlorophenyl)-1-(5-deoxy-1,2-O-isopropylidene-α-Dxylofuranos-5-yl)-4-(4-fluorobenzoyl)-1H-1,2,3-triazole | 1242261-28-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(4-chlorophenyl)-1-(5-deoxy-1,2-O-isopropylidene-α-Dxylofuranos-5-yl)-4-(4-fluorobenzoyl)-1H-1,2,3-triazole
• 英文别名: [1-[[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl]-5-(4-chlorophenyl)triazol-4-yl]-(4-fluorophenyl)methanone
• CAS: 1242261-28-4
• 化学式: C₂₃H₂₁ClFN₃O₅
• 分子量: 473.888
• InChiKey: WIUQAHFTODFXMB-IDZYALCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  95.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose 、 3-(4-氯苯基)-1-(4-氟苯基)丙-2-烯-1-酮 在 tetrabutylammonium hydrogen sulfate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以63%的产率得到5-(4-chlorophenyl)-1-(5-deoxy-1,2-O-isopropylidene-α-Dxylofuranos-5-yl)-4-(4-fluorobenzoyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Regioselective [3+2] cycloaddition of chalcones with a sugar azide: easy access to 1-(5-deoxy-d-xylofuranos-5-yl)-4,5-disubstituted-1H-1,2,3-triazoles

  摘要：

  [3+2] Cycloaddition of 5-azido-5-deoxy-1,2-O-isopropylidene-alpha-D-xylofuranose with 1,3-diphenylprop-3-enones, followed by oxidation of the intermediate triazolines in a tandem manner, led to the regioselective formation of 4-benzoyl-1-(5-deoxy-1,2-O-isopropylidene-alpha-D-xylofuranos-5-yl)-5-phenyl-1H-1,2,3-triazoles in moderate to good yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.04.019

文献信息

• Regioselective [3+2] cycloaddition of chalcones with a sugar azide: easy access to 1-(5-deoxy-d-xylofuranos-5-yl)-4,5-disubstituted-1H-1,2,3-triazoles
  作者：Nimisha Singh、S.K. Pandey、Rama P. Tripathi

  DOI：10.1016/j.carres.2010.04.019

  日期：2010.8

  [3+2] Cycloaddition of 5-azido-5-deoxy-1,2-O-isopropylidene-alpha-D-xylofuranose with 1,3-diphenylprop-3-enones, followed by oxidation of the intermediate triazolines in a tandem manner, led to the regioselective formation of 4-benzoyl-1-(5-deoxy-1,2-O-isopropylidene-alpha-D-xylofuranos-5-yl)-5-phenyl-1H-1,2,3-triazoles in moderate to good yields. (C) 2010 Elsevier Ltd. All rights reserved.