benzyl 3,4-di-O-benzyl-2-O-(2-naphthylmethyl)-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranosyl-(1→2)-2,3-di-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranosyl-(1→2)-2,3-di-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranoside | 1428344-45-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 3,4-di-O-benzyl-2-O-(2-naphthylmethyl)-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranosyl-(1→2)-2,3-di-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranosyl-(1→2)-2,3-di-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranoside
• CAS: 1428344-45-9
• 化学式: C₁₃₈H₁₄₈O₂₈
• 分子量: 2254.68
• InChiKey: ZZIBMISEMMLOGN-IBVRELLESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.28
• 重原子数：
  166.0
• 可旋转键数：
  55.0
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  291.44
• 氢给体数：
  3.0
• 氢受体数：
  28.0

反应信息

• 作为反应物：
  描述：

  benzyl 3,4-di-O-benzyl-2-O-(2-naphthylmethyl)-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranosyl-(1→2)-2,3-di-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranosyl-(1→2)-2,3-di-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranoside 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis of a Backbone Hexasaccharide Fragment of the Pectic Polysaccharide Rhamnogalacturonan I

  摘要：

  Synthesis of the fully unprotected hexasaccharide backbone of the pectic polysaccharide rhamnogalacturonan I is described. The strategy relies on iterative coupling of a common pentenyl disaccharide glycosyl donor followed by a late-stage oxidation of the C-6 positions of the galactose residues. The disaccharide donor is prepared by an efficient chemoselective armed-disarmed coupling of a thiophenyl rhamnoside donor with a pentenyl galactoside acceptor bearing the strongly electron-withdrawing pentafluorobenzoyl ester (PFBz) protective group.

  DOI：

  10.1021/ol400430p
• 作为产物：
  描述：

  在 甲醇 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以580 mg的产率得到benzyl 3,4-di-O-benzyl-2-O-(2-naphthylmethyl)-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranosyl-(1→2)-2,3-di-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranosyl-(1→2)-2,3-di-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-di-O-benzyl-α-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of a Backbone Hexasaccharide Fragment of the Pectic Polysaccharide Rhamnogalacturonan I

  摘要：

  Synthesis of the fully unprotected hexasaccharide backbone of the pectic polysaccharide rhamnogalacturonan I is described. The strategy relies on iterative coupling of a common pentenyl disaccharide glycosyl donor followed by a late-stage oxidation of the C-6 positions of the galactose residues. The disaccharide donor is prepared by an efficient chemoselective armed-disarmed coupling of a thiophenyl rhamnoside donor with a pentenyl galactoside acceptor bearing the strongly electron-withdrawing pentafluorobenzoyl ester (PFBz) protective group.

  DOI：

  10.1021/ol400430p