Methyl 4-acetamido-6-O-acetyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside | 141231-99-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 4-acetamido-6-O-acetyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside
• CAS: 141231-99-4
• 化学式: C₁₄H₂₃NO₇
• 分子量: 317.339
• InChiKey: ZKCTYYZETCTTPQ-BNDIWNMDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.05
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  92.32
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Methyl 4-acetamido-6-O-acetyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside 在 吡啶 、 盐酸 、 一水合肼 作用下， 反应 0.5h， 生成 Methyl 4-amino-4-deoxy-α-D-mannopyranoside
  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
• 作为产物：
  描述：

  乙酸酐 、 methyl 4-azido-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside 在 镍 吡啶 、 氢气 作用下， 生成 Methyl 4-acetamido-6-O-acetyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside
  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