5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-mannopyranoside | 1151931-83-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-mannopyranoside
• CAS: 1151931-83-7
• 化学式: C₃₃H₄₈O₂₀
• 分子量: 764.732
• InChiKey: FRANWUGAVYGQPY-QNIXSNOPSA-N

物化性质

• 沸点：
  718.7±60.0 °C(predicted)
• 密度：
  1.31±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.36
• 重原子数：
  53.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  247.32
• 氢给体数：
  0.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-mannopyranoside 、 乙酸酐 在 sodium methylate 、 吡啶 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以97%的产率得到5-carboxypentyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  The synthesis and immune stimulating action of mannose-capped lysine-based dendrimers

  摘要：

  The syntheses of monodisperse lysine dendrimers, capped with two to sixty-four mono-, di- and tri-alpha-D-mannopyranosyl residues are described. These syntheses used reactive N-hydroxysuccinimide esters to ensure complete reaction of dendrimer amines with the mannosylating reagents. The purities of the dendrimers were established by RP-HPLC and MALDI-TOF mass spectrometry and were found to be excellent. The relative ability of these glycodendrimers to induce dendritic cell Maturation was measured, however, no significant trends were observed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.018
• 作为产物：
  描述：

  6-羟基己酸甲酯 、 ManMan 、 乙酸酐 在 三氟甲磺酸三甲基硅酯 、 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.75h， 以71%的产率得到5-(methoxycarbonyl)pentyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  The synthesis and immune stimulating action of mannose-capped lysine-based dendrimers

  摘要：

  The syntheses of monodisperse lysine dendrimers, capped with two to sixty-four mono-, di- and tri-alpha-D-mannopyranosyl residues are described. These syntheses used reactive N-hydroxysuccinimide esters to ensure complete reaction of dendrimer amines with the mannosylating reagents. The purities of the dendrimers were established by RP-HPLC and MALDI-TOF mass spectrometry and were found to be excellent. The relative ability of these glycodendrimers to induce dendritic cell Maturation was measured, however, no significant trends were observed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.018