((2S,3R,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-yloxy)-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-3-methylene-tetrahydro-pyran-2-ylmethoxy)-dimethyl-silane | 162060-52-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((2S,3R,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-yloxy)-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-3-methylene-tetrahydro-pyran-2-ylmethoxy)-dimethyl-silane
• 英文别名: [(2S,3R,4S,5S,6R)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-2-phenylselanyloxan-3-yl]oxy-[[(2S,4S,5R,6S)-6-methoxy-3-methylidene-4,5-bis(phenylmethoxy)oxan-2-yl]methoxy]-dimethylsilane
• CAS: 162060-52-8
• 化学式: C₅₇H₆₄O₁₀SeSi
• 分子量: 1016.17
• InChiKey: KWBVJNMUYPKWOP-XRXUMDNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.33
• 重原子数：
  69
• 可旋转键数：
  24
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  92.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  ((2S,3R,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-yloxy)-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-3-methylene-tetrahydro-pyran-2-ylmethoxy)-dimethyl-silane 在 偶氮二异丁腈 、 氢氟酸 、 三正丁基氢锡 作用下， 生成 1,5-anhydro-3,4,6-tri-O-benzyl-D-galactitol 、 methyl 2,3-di-O-benzyl-4-deoxy-4-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-L-manno-heptit-1-yl)-α-D-glucopyranoside 、 methyl 2,3-di-O-benzyl-4-deoxy-4-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-L-gluco-heptit-1-yl)-α-D-glucopyranoside 、 (2R,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2S,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-tetrahydro-pyran-3-ol
  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 咪唑 、 正丁基锂 、 sodium methylate 、 mercury dibromide 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 1.0h， 生成 ((2S,3R,4S,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-yloxy)-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-3-methylene-tetrahydro-pyran-2-ylmethoxy)-dimethyl-silane
  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