1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tetra-O-acetyl-β-D-glucopyranose | 851211-12-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tetra-O-acetyl-β-D-glucopyranose
• 英文别名: [(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-(4-phenyltriazol-1-yl)-3-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 851211-12-6
• 化学式: C₃₄H₄₁N₃O₁₇
• 分子量: 763.709
• InChiKey: PWMLDVAWLQHPAM-MKBWQVEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  54
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  243
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tetra-O-acetyl-β-D-glucopyranose 在 potassium methanolate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以95%的产率得到1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-(4-O-β-D-glucopyranosyl)-β-D-glucopyranose
  参考文献：
  名称：

  Supramolecular stacking motifs in the solid state of amide and triazole derivatives of cellobiose

  摘要：

  1-Acetamido-1-deoxy-(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (5) and 1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (7) were synthesised from 1-azido-1-deoxy(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (2) and crystallised as dihydrates. Crystal structural analysis of 5.2H(2)O displayed an acetamide C(4) chain and stacked cellobiose residues. The structure of 7.2H(2)O featured pi-pi stacking and stacking of the cellobiose residues. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.02.011
• 作为产物：
  描述：

  苯乙炔 、 七-O-乙酰基-beta-麦芽糖基叠氮化物 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以92%的产率得到1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tetra-O-acetyl-β-D-glucopyranose
  参考文献：
  名称：

  Supramolecular stacking motifs in the solid state of amide and triazole derivatives of cellobiose

  摘要：

  1-Acetamido-1-deoxy-(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (5) and 1-deoxy-1-(4-phenyl-1,2,3-triazolyl)-(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (7) were synthesised from 1-azido-1-deoxy(4-O-beta-D-glucopyranosyl-beta-D-glucopyranose) (2) and crystallised as dihydrates. Crystal structural analysis of 5.2H(2)O displayed an acetamide C(4) chain and stacked cellobiose residues. The structure of 7.2H(2)O featured pi-pi stacking and stacking of the cellobiose residues. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.02.011