phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-seleno-β-D-galactopyranoside | 161953-89-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-seleno-β-D-galactopyranoside
• 英文别名: tert-butyl-dimethyl-[[(2R,3S,4S,5R,6S)-3,4,5-tris(phenylmethoxy)-6-phenylselanyloxan-2-yl]methoxy]silane
• CAS: 161953-89-5
• 化学式: C₃₉H₄₈O₅SeSi
• 分子量: 703.853
• InChiKey: SJDPQHGNUUNPHP-LDVAZLSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.52
• 重原子数：
  46
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-seleno-β-D-galactopyranoside 在 氢氟酸 作用下， 以 四氢呋喃 为溶剂， 生成 phenyl 2,3,4-tri-O-benzyl-1-seleno-β-D-galactopyranoside 、 phenyl 2,3,6-tri-O-benzyl-1-seleno-β-D-galactopyranoside 、 phenyl 2,4,6-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：

  phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside 在 4-二甲氨基吡啶 、 sodium methylate 、 sodium hydride 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-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