1-acetamido-1-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranose | 1588482-15-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-acetamido-1-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranose
• 英文别名: Glc2Ac3Ac4Ac6Ac(b1-4)b-Glc1NAc2Ac3Ac6Ac；[(2R,3R,4S,5R,6R)-6-acetamido-4,5-diacetyloxy-3-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 1588482-15-8
• 化学式: C₂₈H₃₉NO₁₈
• 分子量: 677.614
• InChiKey: KHGGJDQNKSDLBM-HYSGBLIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  47
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  241
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  1-acetamido-1-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranose 在 potassium methanolate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以74%的产率得到1-acetamido-1-deoxy-(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：

  乙酰溴代纤维二糖 在 吡啶 、 sodium azide 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 20.0 ℃ 、1.38 MPa 条件下， 反应 41.0h， 生成 1-acetamido-1-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tri-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