methyl 6-O-benzoyl-2,3-di-O-benzyl-4-O-(methylsulfonyl)-β-D-glucopyranoside | 79698-14-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-O-benzoyl-2,3-di-O-benzyl-4-O-(methylsulfonyl)-β-D-glucopyranoside
• CAS: 79698-14-9
• 化学式: C₂₉H₃₂O₉S
• 分子量: 556.634
• InChiKey: GZULZFDMPWXBMD-LJNCTHMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  39.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  106.59
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  methyl 6-O-benzoyl-2,3-di-O-benzyl-4-O-(methylsulfonyl)-β-D-glucopyranoside 在 Amberlite A-26-F (3.5 meq. of F(-)/g) 、 sodium methylate 作用下， 以 甲醇 、 苯 为溶剂， 生成 methyl 2,3-di-O-benzyl-4-deoxy-4-fluoro-β-D-galactopyranoside
  参考文献：
  名称：

  Preparation of two methyl deoxyfluoro-β-d-galactopyranosides, and their interaction with galactan-specific immunoglobulin A 1539 (fab′)

  摘要：

  Methyl 2-deoxy-2-fluoro-beta-D-glactopyranoside (2) and methyl 4-deoxy-4-fluoro-beta-D-glactopyranoside (7) have been prepared, and the possibility of their binding to (1 leads to 6)-beta-D-galactopyranan-specific immunoglobulin A J539 (Fab') has been investigated. Compound 2 does not show binding, whereas 7 does. It appears that the 2-hydroxyl group of methyl beta-D-galactopyranoside may take part in hydrogen bonding to the protein.

  DOI：

  10.1016/s0008-6215(00)85575-5
• 作为产物：
  描述：

  methyl 2,3-di-O-benzyl-β-D-glucopyranoside 在 吡啶 作用下， 生成 methyl 6-O-benzoyl-2,3-di-O-benzyl-4-O-(methylsulfonyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Preparation of two methyl deoxyfluoro-β-d-galactopyranosides, and their interaction with galactan-specific immunoglobulin A 1539 (fab′)

  摘要：

  Methyl 2-deoxy-2-fluoro-beta-D-glactopyranoside (2) and methyl 4-deoxy-4-fluoro-beta-D-glactopyranoside (7) have been prepared, and the possibility of their binding to (1 leads to 6)-beta-D-galactopyranan-specific immunoglobulin A J539 (Fab') has been investigated. Compound 2 does not show binding, whereas 7 does. It appears that the 2-hydroxyl group of methyl beta-D-galactopyranoside may take part in hydrogen bonding to the protein.

  DOI：

  10.1016/s0008-6215(00)85575-5