(N-succinimidyloxycarbonyl)methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside | 1151931-71-3

• 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: (N-succinimidyloxycarbonyl)methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• 英文别名: (2,5-dioxopyrrolidin-1-yl) 2-[(2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyacetate
• CAS: 1151931-71-3
• 化学式: C₂₀H₂₅NO₁₄
• 分子量: 503.417
• InChiKey: WQBFWBWZMKKFQP-XEQWONBNSA-N

物化性质

• 沸点：
  568.0±60.0 °C(predicted)
• 密度：
  1.43±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  187
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (N-succinimidyloxycarbonyl)methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 、 BHALys[(α-NH2*HCl)(ε-NH_2*HCl)] 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以59 mg的产率得到
  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：

  N-羟基丁二酰亚胺 、 2-(((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)oxy)acetic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 生成 (N-succinimidyloxycarbonyl)methyl 2,3,4,6-tetra-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