1-(5-deoxy-1,2-O-isopropylidene-α-D-xylofuranos-5-yl)-4-(2,3-dideoxy-α-D-erythro-hex-2-enopyranos-1-yloxyethyl)-1,2,3-1H-triazole | 1263036-18-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-deoxy-1,2-O-isopropylidene-α-D-xylofuranos-5-yl)-4-(2,3-dideoxy-α-D-erythro-hex-2-enopyranos-1-yloxyethyl)-1,2,3-1H-triazole
• 英文别名: (3aR,5R,6S,6aR)-5-[[4-[2-[[(2R,3S,6S)-3-hydroxy-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-6-yl]oxy]ethyl]triazol-1-yl]methyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
• CAS: 1263036-18-5
• 化学式: C₁₈H₂₇N₃O₈
• 分子量: 413.428
• InChiKey: LORDFYRMEQXGEJ-SZTTVXCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1-(5-deoxy-1,2-O-isopropylidene-α-D-xylofuranos-5-yl)-4-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranos-1-yloxyethyl)-1,2,3-1H-triazole 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以82%的产率得到1-(5-deoxy-1,2-O-isopropylidene-α-D-xylofuranos-5-yl)-4-(2,3-dideoxy-α-D-erythro-hex-2-enopyranos-1-yloxyethyl)-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

文献信息

• Application of click chemistry towards an efficient synthesis of 1,2,3-1H-triazolyl glycohybrids as enzyme inhibitors
  作者：Namarata Anand、Natasha Jaiswal、Sarvesh Kumar Pandey、A.K. Srivastava、Rama P. Tripathi

  DOI：10.1016/j.carres.2010.10.017

  日期：2011.1

  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.