p-methoxyphenyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-(6-O-benzoyl-2,3-di-O-benzyl-β-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside | 1192219-55-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-methoxyphenyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-(6-O-benzoyl-2,3-di-O-benzyl-β-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside
• CAS: 1192219-55-8
• 化学式: C₈₈H₈₂O₂₁
• 分子量: 1475.61
• InChiKey: ALLSZPSVXUONSC-HCIQPRCQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.64
• 重原子数：
  109.0
• 可旋转键数：
  30.0
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  225.19
• 氢给体数：
  0.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  p-methoxyphenyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-(6-O-benzoyl-2,3-di-O-benzyl-β-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside 在 ammonium cerium (IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 以60%的产率得到(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-(6-O-benzoyl-2,3-di-O-benzyl-β-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzoyl-D-galactopyranose
  参考文献：
  名称：

  Stereoselective Synthesis of the Hexasaccharide Repeating Unit of the Cell Wall Polysaccharide fromKineosporia aurantiacaVKM Ac-720^TEmploying the Direct Glycosylation with Anomeric Hydroxy Sugars Involving Glycosyl Phthalate Intermediates

  摘要：

  Synthesis of a suitably protected form of the hexasaccharide repeating unit of the cell wall polymer from Kineosporia aurantiaca VKM Ac-720(T) has been achieved by the stereoselective direct glycosylation of a trisaccharide acceptor with a trisaccharide donor having an anomeric hydroxy group involving a glycosyl phthalate intermediate. Both the trisaccharide acceptor and the trisaccharide donor were obtained from a common trisaccharide, of which two beta-mannopyranosyl linkages were constructed stereoselectively by employing the direct glycosylation method with the anomeric hydroxy sugar involving a glycosyl phthalate intermediate and the 2'-carboxybenzyl glycoside method, respectively.

  DOI：

  10.1080/07328300903003352
• 作为产物：
  描述：

  p-methoxyphenyl (6-O-benzoyl-2,3-di-O-benzyl-β-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside 、 2'-carboxybenzyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 在 2,6-二叔丁基-4-甲基吡啶 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到p-methoxyphenyl (2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl)-(1->4)-(6-O-benzoyl-2,3-di-O-benzyl-β-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside
  参考文献：
  名称：

  Stereoselective Synthesis of the Hexasaccharide Repeating Unit of the Cell Wall Polysaccharide fromKineosporia aurantiacaVKM Ac-720^TEmploying the Direct Glycosylation with Anomeric Hydroxy Sugars Involving Glycosyl Phthalate Intermediates

  摘要：

  Synthesis of a suitably protected form of the hexasaccharide repeating unit of the cell wall polymer from Kineosporia aurantiaca VKM Ac-720(T) has been achieved by the stereoselective direct glycosylation of a trisaccharide acceptor with a trisaccharide donor having an anomeric hydroxy group involving a glycosyl phthalate intermediate. Both the trisaccharide acceptor and the trisaccharide donor were obtained from a common trisaccharide, of which two beta-mannopyranosyl linkages were constructed stereoselectively by employing the direct glycosylation method with the anomeric hydroxy sugar involving a glycosyl phthalate intermediate and the 2'-carboxybenzyl glycoside method, respectively.

  DOI：

  10.1080/07328300903003352