1-(5-deoxy-1,2-O-isopropyliden-α-D-xylofuranos-5-yl)-4-(2H-chromen-2-one-oxymethyl)-1,2,3-1H-triazole | 1263036-32-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 1-(5-deoxy-1,2-O-isopropyliden-α-D-xylofuranos-5-yl)-4-(2H-chromen-2-one-oxymethyl)-1,2,3-1H-triazole
• 英文别名: 4-[[1-[[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl]triazol-4-yl]methoxy]chromen-2-one
• CAS: 1263036-32-3
• 化学式: C₂₀H₂₁N₃O₇
• 分子量: 415.403
• InChiKey: OWWMPHLUAGBKCL-QXCFHYIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-prop-2-ynyloxy-chromen-2-one 、 5-azido-5-deoxy-1,2-O-isopropylidene-α-D-xylofuranose 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 以80%的产率得到1-(5-deoxy-1,2-O-isopropyliden-α-D-xylofuranos-5-yl)-4-(2H-chromen-2-one-oxymethyl)-1,2,3-1H-triazole
  参考文献：
  名称：

  Application of click chemistry towards an efficient synthesis of 1,2,3-1H-triazolyl glycohybrids as enzyme inhibitors

  摘要：

  An efficient synthesis of novel 1,2,3-1H-triazolyl glycohybrids with two or more than two sugar units or a chromenone moiety via copper-catalysed azide-alkyne cycloaddition (CuAAC), a 1,3-dipolar cycloaddition of glycosyl azides to 2,3-unsaturated alkynyl glycosides or propargyloxy coumarins is described. The synthesised glycohybrids were screened for their a-glucosidase, glycogen phosphorylase and glucose-6-phosphatase inhibitory activities. A few of the glycohybrids showed promising inhibitory activities against these enzymes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.10.017