1,3-di-O-benzyl-4,6-O-benzylidene-5a-carba-2-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranose | 142968-01-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,3-di-O-benzyl-4,6-O-benzylidene-5a-carba-2-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranose
• CAS: 142968-01-2
• 化学式: C₆₂H₅₆O₁₄
• 分子量: 1025.12
• InChiKey: AQAPTMVNNPJSSB-XSGUTJGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.94
• 重原子数：
  76.0
• 可旋转键数：
  18.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  160.58
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  1,3-di-O-benzyl-4,6-O-benzylidene-5a-carba-2-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranose 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (2R,3S,4S,5S,6R)-2-((4aR,6S,7R,8S,8aR)-6,8-Bis-benzyloxy-2-phenyl-hexahydro-benzo[1,3]dioxin-7-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Synthesis of 2-O-(2-acetamido-2-deoxy-β-spD- glucopyranosyl)-5a-carba-α-spD-mannopyranose, and 5a-carba-2O- and 3,6-di-O-(α-d-mannopyranosyl)- α-spD-mannopyranoses

  摘要：

  Protected derivatives of the title carba-trisaccharide 1, and carba-disaccharides 4 and 6 have been synthesised by conventional glycosylation of the precursors 8, 9, or 22 of 5a-carba-alpha-D-mannopyranose with sugar halides. These are carba-sugar analogues of the oligosaccharide chains frequently occurring as structural units in biologically important glycoconjugates, and could be utilised as the building blocks for construction of higher carba-oligosaccharides of biological interest.

  DOI：

  10.1016/s0008-6215(00)90484-1
• 作为产物：
  描述：

  1,2-anhydro-3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-mannopyranose 在 calcium sulfate 、 三氟化硼乙醚 、 氰化汞 作用下， 以 苯 为溶剂， 反应 48.83h， 生成 1,3-di-O-benzyl-4,6-O-benzylidene-5a-carba-2-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranose
  参考文献：
  名称：

  Synthesis of 2-O-(2-acetamido-2-deoxy-β-spD- glucopyranosyl)-5a-carba-α-spD-mannopyranose, and 5a-carba-2O- and 3,6-di-O-(α-d-mannopyranosyl)- α-spD-mannopyranoses

  摘要：

  Protected derivatives of the title carba-trisaccharide 1, and carba-disaccharides 4 and 6 have been synthesised by conventional glycosylation of the precursors 8, 9, or 22 of 5a-carba-alpha-D-mannopyranose with sugar halides. These are carba-sugar analogues of the oligosaccharide chains frequently occurring as structural units in biologically important glycoconjugates, and could be utilised as the building blocks for construction of higher carba-oligosaccharides of biological interest.

  DOI：

  10.1016/s0008-6215(00)90484-1