methyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-ethyl-α-D-mannopyranoside | 208580-09-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-ethyl-α-D-mannopyranoside
• CAS: 208580-09-0
• 化学式: C₁₆H₂₃N₃O₄
• 分子量: 321.376
• InChiKey: TYRXVDUIHBUQQA-VMMWWAARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  85.68
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-ethyl-α-D-mannopyranoside 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 144.0h， 以97%的产率得到methyl 4-amino-4,6-dideoxy-2-O-ethyl-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of Some Analogs of the Methyl α-Glycoside of the Presumed Antigenic Determinant of the O-Specific Polysaccharide ofVibrio choleraeO:1, Serotype Ogawa

  摘要：

  The following analogs of the title determinant, methyl 4,6-dideoxy-4-(3 -deoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, have been prepared: methyl 3,4,6,-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(4-hydroxybutyramido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3,4-dideoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3-deoxy-D-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(2-deoxy-L-glycero-tetronamido)2-O-methyl-alpha-D-mannopyranoside, methyl 4-acetamido-4,6-dideoxy-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3 -deoxy-L-glycero-tetronamido)-2-O-ethyl-alpha-D-mannopyranoside, and methyl 4,6-dideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-propyl-alpha-D-mannopyranoside.

  DOI：

  10.1080/07328309808002896
• 作为产物：
  描述：

  methyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 、 碘乙烷 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以94%的产率得到methyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-ethyl-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of Some Analogs of the Methyl α-Glycoside of the Presumed Antigenic Determinant of the O-Specific Polysaccharide ofVibrio choleraeO:1, Serotype Ogawa

  摘要：

  The following analogs of the title determinant, methyl 4,6-dideoxy-4-(3 -deoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, have been prepared: methyl 3,4,6,-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(4-hydroxybutyramido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3,4-dideoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3-deoxy-D-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(2-deoxy-L-glycero-tetronamido)2-O-methyl-alpha-D-mannopyranoside, methyl 4-acetamido-4,6-dideoxy-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3 -deoxy-L-glycero-tetronamido)-2-O-ethyl-alpha-D-mannopyranoside, and methyl 4,6-dideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-propyl-alpha-D-mannopyranoside.

  DOI：

  10.1080/07328309808002896