phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-seleno-β-D-galactopyranoside | 162060-47-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-seleno-β-D-galactopyranoside
• 英文别名: [(2S,3R,4S,5S,6R)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-2-phenylselanyloxan-3-yl] acetate
• CAS: 162060-47-1
• 化学式: C₃₅H₃₆O₆Se
• 分子量: 631.627
• InChiKey: IABMXBLALZHHQM-NVCPMKERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  42
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-seleno-β-D-galactopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以98%的产率得到phenyl 3,4,6-tri-O-benzyl-1-seleno-β-D-galactopyranoside
  参考文献：
  名称：

  The use of selenophenyl galactopyranosides for the synthesis of α and β-(1→4)-C-disaccharides

  摘要：

  Methyl alpha-C-lactoside (beta-D-Galp-C-(1-->4)-alpha-D-Glcp-OMe) and its alpha anomer were expeditiously synthesized by radical coupling of various selenophenyl galactopyranosides onto methyl 2,3-di-O -benzyl-4-deoxy-4-C-methylene-alpha-D-xylo-hexopyranoside, which are temporarily connected through a silaketal tether.

  DOI：

  10.1016/s0957-4166(00)80403-6
• 作为产物：
  描述：

  2,3,5-三邻苄基-1-o-(4-硝基苯甲酰基)-d-阿拉伯呋喃糖 在 苯硒酚 、 mercury dibromide 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以78%的产率得到phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-seleno-β-D-galactopyranoside
  参考文献：
  名称：

  The use of selenophenyl galactopyranosides for the synthesis of α and β-(1→4)-C-disaccharides

  摘要：

  Methyl alpha-C-lactoside (beta-D-Galp-C-(1-->4)-alpha-D-Glcp-OMe) and its alpha anomer were expeditiously synthesized by radical coupling of various selenophenyl galactopyranosides onto methyl 2,3-di-O -benzyl-4-deoxy-4-C-methylene-alpha-D-xylo-hexopyranoside, which are temporarily connected through a silaketal tether.

  DOI：

  10.1016/s0957-4166(00)80403-6