benzyl 6-O-acetyl-2,3,5-tri-O-benzoyl-β-D-galactofuranosyl-(1->6)-2,3-di-O-benzoyl-β-D-glucopyranoside | 259826-54-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 6-O-acetyl-2,3,5-tri-O-benzoyl-β-D-galactofuranosyl-(1->6)-2,3-di-O-benzoyl-β-D-glucopyranoside
• CAS: 259826-54-5
• 化学式: C₅₆H₅₀O₁₇
• 分子量: 995.003
• InChiKey: BNXCYVQSXFEDSZ-IERIWBMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.72
• 重原子数：
  73.0
• 可旋转键数：
  19.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  214.95
• 氢给体数：
  1.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 benzyl 6-O-acetyl-2,3,5-tri-O-benzoyl-β-D-galactofuranosyl-(1->6)-2,3-di-O-benzoyl-β-D-glucopyranoside 以 吡啶 为溶剂， 以77%的产率得到
  参考文献：
  名称：

  An Efficient Method for the Synthesis of A 1,6-Anhydro-α-D-Galactofuranose Derivative and its Application in the Synthesis of Oligosaccharides

  摘要：

  Synthesis of 1,6-anhydro-2,3,5-tri-O-benzoyl-beta-D-galactofuranose (3) has been achieved in good yield by stannic chloride catalysed ring closure of methyl 2,3,4-tri-O-benzoyl-6-O-benzyl-beta-D-galactofuranoside (1). The anhydro compound 3 was converted to the furanoside donors 6 and 7 with an easily removable O-6 acetyl group. The donors 6 and 7 were utilised for the synthesis of a di- and a trisaccharide containing beta-D-galactofuranosides.

  DOI：

  10.1080/07328309908544059
• 作为产物：
  描述：

  benzyl 4,6-O-benzylidene-β-D-glucopyranoside 在 N-碘代丁二酰亚胺 、 molecular sieve 、 三氟甲磺酸 、 溶剂黄146 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 benzyl 6-O-acetyl-2,3,5-tri-O-benzoyl-β-D-galactofuranosyl-(1->6)-2,3-di-O-benzoyl-β-D-glucopyranoside
  参考文献：
  名称：

  An Efficient Method for the Synthesis of A 1,6-Anhydro-α-D-Galactofuranose Derivative and its Application in the Synthesis of Oligosaccharides

  摘要：

  Synthesis of 1,6-anhydro-2,3,5-tri-O-benzoyl-beta-D-galactofuranose (3) has been achieved in good yield by stannic chloride catalysed ring closure of methyl 2,3,4-tri-O-benzoyl-6-O-benzyl-beta-D-galactofuranoside (1). The anhydro compound 3 was converted to the furanoside donors 6 and 7 with an easily removable O-6 acetyl group. The donors 6 and 7 were utilised for the synthesis of a di- and a trisaccharide containing beta-D-galactofuranosides.

  DOI：

  10.1080/07328309908544059