methyl 2,3,6-tri-O-benzoyl-4-O-methanesulfonyl-α-D-mannopyranoside | 14315-87-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,6-tri-O-benzoyl-4-O-methanesulfonyl-α-D-mannopyranoside
• 英文别名: methyl 2,3,6-tri-O-benzoyl-4-O-methanesulfonyl-alpha-d-mannopyranoside；[(2R,3R,4R,5S,6S)-4,5-dibenzoyloxy-6-methoxy-3-methylsulfonyloxyoxan-2-yl]methyl benzoate
• CAS: 14315-87-8
• 化学式: C₂₉H₂₈O₁₁S
• 分子量: 584.601
• InChiKey: BZZKVTLAQUOKQK-OEZIKMGYSA-N

物化性质

• 沸点：
  722.6±60.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  41
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl 2,3,6-tri-O-benzoyl-4-O-methanesulfonyl-α-D-mannopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以87%的产率得到methyl 3,4-anhydro-α-D-talohexopyranoside
  参考文献：
  名称：

  Synthesis and enzyme-inhibitory activity of methyl acarviosin analogues having the α- manno configuration

  摘要：

  Two methyl acarviosin analogues 3a and 4a, having the alpha-manno configuration, and their dihydro derivatives 6a and 7a were synthesised by coupling the protected pseudo-sugar epoxides with methyl 4-amino-4-deoxy- and -4,6-dideoxy-alpha-D-mannopyranoside. Similarly, two analogous compounds 5a and 8a composed of the 1,6-anhydro-beta-D-mannopyranose residues were prepared. Compound 7a showed mild inhibitory activity against Jack bean alpha-D-mannosidase, and 3a was a moderate inhibitor of both alpha-D-mannosidase and yeast alpha-D-glucosidase.

  DOI：

  10.1016/0008-6215(92)84056-x