2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyl-(1'->6)-(2'',3'',4'',6''-tetra-O-α-D-acetyl-mannopyranosyl-(1''->4))-2,3-di-O-benzyl-β-D-mannopyranose | 1169497-88-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyl-(1'->6)-(2'',3'',4'',6''-tetra-O-α-D-acetyl-mannopyranosyl-(1''->4))-2,3-di-O-benzyl-β-D-mannopyranose
• 英文别名: Man2Ac3Ac4Ac6Ac(a1-4)[Man2Ac3Ac4Ac6Ac(a1-6)][Bn(-2)][Bn(-3)]b-Man；[(2R,3R,4S,5S,6S)-3,4,5-triacetyloxy-6-[[(2R,3R,4S,5S,6R)-6-hydroxy-4,5-bis(phenylmethoxy)-3-[(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]oxan-2-yl]methyl acetate
• CAS: 1169497-88-4
• 化学式: C₄₈H₆₀O₂₄
• 分子量: 1020.99
• InChiKey: UZZGNNIWCNDRDI-YZWWLBDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  72.0
• 可旋转键数：
  21.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  295.24
• 氢给体数：
  1.0
• 氢受体数：
  24.0

反应信息

• 作为产物：
  描述：

  2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyl-(1'->6)-(2'',3'',4'',6''-tetra-O-α-D-acetyl-mannopyranosyl-(1''->4))-1,2,3-tri-O-benzyl-β-D-mannopyranoside 在 palladium/alumina 、 甲酸铵 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyl-(1'->6)-(2'',3'',4'',6''-tetra-O-α-D-acetyl-mannopyranosyl-(1''->4))-2,3-di-O-benzyl-β-D-mannopyranose 、 2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyl-(1'->6)-(2'',3'',4'',6''-tetra-O-α-D-acetyl-mannopyranosyl-(1''->4))-2,3-di-O-benzyl-α-D-mannopyranose
  参考文献：
  名称：

  A unique approach to the synthesis of a dengue vaccine and the novel tetrasaccharide that results

  摘要：

  An approach to the development of a dengue vaccine by synthesizing the hexasaccharide epitope on the viral surface is examined. The stereochemical and structural challenges include the synthesis of a beta-mannoside bond. Synthesis of this bond is approached via a trisaccharide analogue portion of the epitope. A novel tetrasaccharide with a mannose-mannose anomeric linkage results in the Course of the synthetic attempts. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.024