3',6'-di-O-acetyl-4'-O-(2'',3'',4'',6''-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranose 1',2'-(allyl 2,6-di-O-benzoyl-α-D-glucopyranosid-3-yl orthoacetate) | 227751-12-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3',6'-di-O-acetyl-4'-O-(2'',3'',4'',6''-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranose 1',2'-(allyl 2,6-di-O-benzoyl-α-D-glucopyranosid-3-yl orthoacetate)
• CAS: 227751-12-4
• 化学式: C₄₉H₅₈O₂₅
• 分子量: 1046.98
• InChiKey: HNKWTQONYOXBQJ-FTYVGYHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  74.0
• 可旋转键数：
  20.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  304.47
• 氢给体数：
  1.0
• 氢受体数：
  25.0

反应信息

• 作为反应物：
  描述：

  3',6'-di-O-acetyl-4'-O-(2'',3'',4'',6''-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranose 1',2'-(allyl 2,6-di-O-benzoyl-α-D-glucopyranosid-3-yl orthoacetate) 在 三氟甲磺酸三甲基硅酯 、 4 Angstroem MS 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以80%的产率得到allyl 2,6-di-O-benzoyl-3-O-<2',3',6'-tri-O-acetyl-4'-O-(2'',3'',4'',6''-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-α-D-glucopyranoside
  参考文献：
  名称：

  Regio-and Stereoselective Synthesis of Oligosaccharides with Acetobromolactose and Acetobromomaltose as Glycosyl Donors Via Orthoester Intermediates

  摘要：

  Regio- and stereoselective synthesis of some trisaccharides was effected in high yields from coupling of acetobromolactose or acetobromomaltose as donors with partially protected glucoside accepters through an ortho ester formation-rearrangement strategy. Selective 1-->6 or 1-->3 with 1,2-trans glycosylation was achieved.

  DOI：

  10.1080/07328309908544009
• 作为产物：
  描述：

  Allyl 2,6-di-O-benzoyl-α-D-glucopyranoside 、 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide 在 2,4-二甲基吡啶 、 4 Angstroem MS 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以88%的产率得到3',6'-di-O-acetyl-4'-O-(2'',3'',4'',6''-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranose 1',2'-(allyl 2,6-di-O-benzoyl-α-D-glucopyranosid-3-yl orthoacetate)
  参考文献：
  名称：

  Regio-and Stereoselective Synthesis of Oligosaccharides with Acetobromolactose and Acetobromomaltose as Glycosyl Donors Via Orthoester Intermediates

  摘要：

  Regio- and stereoselective synthesis of some trisaccharides was effected in high yields from coupling of acetobromolactose or acetobromomaltose as donors with partially protected glucoside accepters through an ortho ester formation-rearrangement strategy. Selective 1-->6 or 1-->3 with 1,2-trans glycosylation was achieved.

  DOI：

  10.1080/07328309908544009