methyl 2,4,6-tri-O-benzoyl-3-O-levulinoyl-1-thio-β-D-galactopyranoside | 173273-87-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,4,6-tri-O-benzoyl-3-O-levulinoyl-1-thio-β-D-galactopyranoside
• 英文别名: [(2R,3S,4S,5R,6S)-3,5-dibenzoyloxy-6-methylsulfanyl-4-(4-oxopentanoyloxy)oxan-2-yl]methyl benzoate
• CAS: 173273-87-5
• 化学式: C₃₃H₃₂O₁₀S
• 分子量: 620.677
• InChiKey: PNPTVSRKXPWTMZ-CZNWYUHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  44
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  157
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl 2,4,6-tri-O-benzoyl-3-O-levulinoyl-1-thio-β-D-galactopyranoside 在 吡啶 、 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 溶剂黄146 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 (2,4,6-tri-O-benzoyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-N-benzyloxycarbonyl-6-O-tert-butyldimethylsilyl-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：

  乙酰丙酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 methyl 2,4,6-tri-O-benzoyl-3-O-levulinoyl-1-thio-β-D-galactopyranoside
  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

文献信息

• SYNTHESIS OF SIALYL- AND SULFO-Le^x/Le^aANALOGS CONTAINING<i>N</i>-ALKYL-1-DEOXYNOJIRIMYCIN AS POTENTIAL SELECTIN BLOCKERS
  作者：Hiroyasu Furui[2]、Keiko Ando-Furui、Haruko Inagaki、Takayuki Ando、Hideharu Ishida、Makoto Kiso

  DOI：10.1081/car-100108657

  日期：2001.12.31

  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.