(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->3)-[α-L-fucopyranosyl-(1->4)]-2-O-acetyl-1,5-dideoxy-1,5-imino-D-glucitol | 152781-60-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->3)-[α-L-fucopyranosyl-(1->4)]-2-O-acetyl-1,5-dideoxy-1,5-imino-D-glucitol
• CAS: 152781-60-7
• 化学式: C₆₁H₇₄N₂O₂₉
• 分子量: 1299.25
• InChiKey: RPRYKHYDBVKAFF-JMWQZZHYSA-N

物化性质

• 沸点：
  1167.7±65.0 °C(predicted)
• 密度：
  1.45±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.58
• 重原子数：
  92.0
• 可旋转键数：
  24.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  414.13
• 氢给体数：
  6.0
• 氢受体数：
  30.0

反应信息

• 作为反应物：
  描述：

  (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->3)-[α-L-fucopyranosyl-(1->4)]-2-O-acetyl-1,5-dideoxy-1,5-imino-D-glucitol 在 sodium methylate 、 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 以36.4 mg的产率得到(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->3)-(β-D-galactopyranosyl)-(1->3)-[α-L-fucopyranosyl-(1->4)]-1,5-dideoxy-1,5-imino-D-glucitol
  参考文献：
  名称：

  SYNTHESIS OF SIALYL- AND SULFO-Le^x/Le^aANALOGS CONTAININGN-ALKYL-1-DEOXYNOJIRIMYCIN AS POTENTIAL SELECTIN BLOCKERS

  摘要：

  A series of novel sialyl- and sulfo-Le(x)/Le(a) oligosaccharides containing N-alkyl-1-deoxynojirimycin as potential selectin blockers have systematically been synthesized via the suitably protected intermediates containing N-benzyloxycarbonyl-1-deoxynojirimycin. Some of the synthetic oligosaccharides strongly inhibited the adhesion of HL60 cells to IL-1beta-stimulated HUVECs.

  DOI：

  10.1081/car-100108657
• 作为产物：
  描述：

  在 氢气 、 溶剂黄146 、 palladium dichloride 作用下， 反应 48.0h， 以71%的产率得到(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->3)-[α-L-fucopyranosyl-(1->4)]-2-O-acetyl-1,5-dideoxy-1,5-imino-D-glucitol
  参考文献：
  名称：

  SYNTHESIS OF SIALYL- AND SULFO-Le^x/Le^aANALOGS CONTAININGN-ALKYL-1-DEOXYNOJIRIMYCIN AS POTENTIAL SELECTIN BLOCKERS

  摘要：

  A series of novel sialyl- and sulfo-Le(x)/Le(a) oligosaccharides containing N-alkyl-1-deoxynojirimycin as potential selectin blockers have systematically been synthesized via the suitably protected intermediates containing N-benzyloxycarbonyl-1-deoxynojirimycin. Some of the synthetic oligosaccharides strongly inhibited the adhesion of HL60 cells to IL-1beta-stimulated HUVECs.

  DOI：

  10.1081/car-100108657