methyl (3,4-di-O-benzyl-α-L-idopyranosyluronic acid)-(1->4)-[2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxyphenyl)-α-D-glucopyranosyl]-(1->4)-(3-O-benzyl-α-L-idopyranosideuronic acid) | 1075217-56-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (3,4-di-O-benzyl-α-L-idopyranosyluronic acid)-(1->4)-[2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxyphenyl)-α-D-glucopyranosyl]-(1->4)-(3-O-benzyl-α-L-idopyranosideuronic acid)
• 英文别名: (2R,3S,4R,5R,6R)-3-[(2R,3R,4R,5S,6R)-3-azido-5-[(2R,3R,4R,5S,6R)-6-carboxy-3-hydroxy-4,5-bis(phenylmethoxy)oxan-2-yl]oxy-6-[(4-methoxyphenoxy)methyl]-4-phenylmethoxyoxan-2-yl]oxy-5-hydroxy-6-methoxy-4-phenylmethoxyoxane-2-carboxylic acid
• CAS: 1075217-56-9
• 化学式: C₅₄H₅₉N₃O₁₈
• 分子量: 1038.07
• InChiKey: AFEOBIHQLIUKQQ-RQHRNGBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  75
• 可旋转键数：
  24
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  240
• 氢给体数：
  4
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  methyl (3,4-di-O-benzyl-α-L-idopyranosyluronic acid)-(1->4)-[2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxyphenyl)-α-D-glucopyranosyl]-(1->4)-(3-O-benzyl-α-L-idopyranosideuronic acid) 在 三氧化硫吡啶 作用下， 以 N,N-二甲基甲酰胺 、 甲醇 为溶剂， 以99%的产率得到
  参考文献：
  名称：

  Synthesis of the putative minimal FGF binding motif heparan sulfate trisaccharides by an orthogonal protecting group strategy

  摘要：

  The synthesis of two trisaccharides, the putative minimal heparan sulfate sequences responsible for binding to acidic and basic fibroblast growth factors, respectively, is described from a common protected intermediate using an orthogonal protecting group strategy. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.021
• 作为产物：
  描述：

  methyl (tert-butyl 3,4-di-O-benzyl-α-L-idopyranosyluronate)-(1->4)-[2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxyphenyl)-α-D-glucopyranosyl]-(1->4)-(tert-butyl 3-O-benzyl-α-L-idopyranosideuronate) 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到methyl (3,4-di-O-benzyl-α-L-idopyranosyluronic acid)-(1->4)-[2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxyphenyl)-α-D-glucopyranosyl]-(1->4)-(3-O-benzyl-α-L-idopyranosideuronic acid)
  参考文献：
  名称：

  Synthesis of the putative minimal FGF binding motif heparan sulfate trisaccharides by an orthogonal protecting group strategy

  摘要：

  The synthesis of two trisaccharides, the putative minimal heparan sulfate sequences responsible for binding to acidic and basic fibroblast growth factors, respectively, is described from a common protected intermediate using an orthogonal protecting group strategy. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.021