methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside | 132895-16-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside
• CAS: 132895-16-0
• 化学式: C₃₃H₄₀O₁₃
• 分子量: 644.673
• InChiKey: YKRWYFDVKFJZBP-XCXSCKOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  46.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  143.51
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 methyl 2-O-acetyl-3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside
  参考文献：
  名称：

  Synthesis and conformational studies of carrabiose and its 4′-sulphate and 2,4′-disulphate

  摘要：

  Methyl alpha-carrabioside (13), and its 4-sulphate (19) and 2,4-disulphate (20) have been synthesised via glycosylation of methyl 3,6-anhydro-2-O-benzyl-alpha-D-galactopyranoside with 2,3,6-tri-O-acetyl-4-O-benzyl-beta-D-galactopyranosyl bromide and subsequent partial or complete debenzylation, sulphation, and deprotection of the resulting disaccharide derivatives. Conformational studies have been carried out on 13, 19, and 20 on the basis of 1D and 2D 1H-n.m.r. spectroscopy and molecular mechanics calculations.

  DOI：

  10.1016/0008-6215(90)80087-j
• 作为产物：
  描述：

  溴甲苯 在 barium hydroxide octahydrate 、 4 A molecular sieve 、 氰化汞 、 barium(II) oxide 作用下， 以 苯 为溶剂， 反应 48.5h， 生成 methyl 3,6-anhydro-2-O-benzyl-4-O-(2,3,6-tri-O-acetyl-4-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranoside
  参考文献：
  名称：

  Synthesis and conformational studies of carrabiose and its 4′-sulphate and 2,4′-disulphate

  摘要：

  Methyl alpha-carrabioside (13), and its 4-sulphate (19) and 2,4-disulphate (20) have been synthesised via glycosylation of methyl 3,6-anhydro-2-O-benzyl-alpha-D-galactopyranoside with 2,3,6-tri-O-acetyl-4-O-benzyl-beta-D-galactopyranosyl bromide and subsequent partial or complete debenzylation, sulphation, and deprotection of the resulting disaccharide derivatives. Conformational studies have been carried out on 13, 19, and 20 on the basis of 1D and 2D 1H-n.m.r. spectroscopy and molecular mechanics calculations.

  DOI：

  10.1016/0008-6215(90)80087-j