methyl (tert-butyl 2-O-benzoyl-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 2-O-benzoyl-3-O-benzyl-α-L-idopyranosideuronate) | 1075217-45-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (tert-butyl 2-O-benzoyl-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 2-O-benzoyl-3-O-benzyl-α-L-idopyranosideuronate)
• 英文别名: tert-butyl (2R,3S,4S,5R,6R)-6-[(2R,3S,4R,5R,6R)-5-azido-6-[(2R,3S,4S,5R,6R)-5-benzoyloxy-6-methoxy-2-[(2-methylpropan-2-yl)oxycarbonyl]-4-phenylmethoxyoxan-3-yl]oxy-2-[(4-methoxyphenoxy)methyl]-4-phenylmethoxyoxan-3-yl]oxy-5-benzoyloxy-3,4-bis(phenylmethoxy)oxane-2-carboxylate
• CAS: 1075217-45-6
• 化学式: C₇₆H₈₃N₃O₂₀
• 分子量: 1358.5
• InChiKey: OHWLIHSOZFYDCF-CWTPDEPOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  99
• 可旋转键数：
  34
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  230
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  methyl (tert-butyl 2-O-benzoyl-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 2-O-benzoyl-3-O-benzyl-α-L-idopyranosideuronate) 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 168.0h， 以93%的产率得到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)
  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：

  tert-butyl (phenyl 2-O-benzoyl-3,4-di-O-benzyl-1-thio-α-L-idopyranoside)uronate 、 methyl [2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxyphenyl)-α-D-glucopyranosyl]-(1->4)-(tert-butyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosideuronate) 在 DMTST 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以61%的产率得到methyl (tert-butyl 2-O-benzoyl-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 2-O-benzoyl-3-O-benzyl-α-L-idopyranosideuronate)
  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