(2S,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6R)-5-acetamido-4-acetoxy-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(octyloxy)tetrahydro-2H-pyran-3-yl)oxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate | 791834-89-4

• 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)-2-(((2R,3S,4R,5R,6R)-5-acetamido-4-acetoxy-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(octyloxy)tetrahydro-2H-pyran-3-yl)oxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
• CAS: 791834-89-4
• 化学式: C₅₈H₇₃NO₁₆Si
• 分子量: 1068.3
• InChiKey: RVNSKXJDELVOMW-GDBDZJOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.19
• 重原子数：
  76.0
• 可旋转键数：
  24.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  206.75
• 氢给体数：
  1.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6R)-5-acetamido-4-acetoxy-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(octyloxy)tetrahydro-2H-pyran-3-yl)oxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 在 吡啶 、 咪唑 、 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 3 A molecular sieve 、 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 50.0h， 生成 C₅₉H₉₀N₂O₂₅Si
  参考文献：
  名称：

  Practical Synthesis of Sulfated Analogs of Lactosamine and Sialylated Lactosamine Derivatives

  摘要：

  A series Of beta-D-Gal-(1 --> 4)-beta-D-GlcNAc-octyl, NeuAcalpha-(2 --> 3)-beta-D-Gal-(1 --> 4)-beta-D-GlcNAc-octyl, and their 6-O-sulfated and 6'-O-sulfated analogs (1-6) were synthesized in a concise manner starting from readily accessible monosaccharide intermediates. The syntheses involved formation of an orthogonally protected disaccharide and a trisaccharide from which all six compounds were derived.

  DOI：

  10.1081/car-200030027
• 作为产物：
  描述：

  Acetic acid (2R,3R,4R,5S,6R)-3-acetylamino-5-hydroxy-6-hydroxymethyl-2-octyloxy-tetrahydro-pyran-4-yl ester 在 咪唑 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 (2S,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6R)-5-acetamido-4-acetoxy-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(octyloxy)tetrahydro-2H-pyran-3-yl)oxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate
  参考文献：
  名称：

  Practical Synthesis of Sulfated Analogs of Lactosamine and Sialylated Lactosamine Derivatives

  摘要：

  A series Of beta-D-Gal-(1 --> 4)-beta-D-GlcNAc-octyl, NeuAcalpha-(2 --> 3)-beta-D-Gal-(1 --> 4)-beta-D-GlcNAc-octyl, and their 6-O-sulfated and 6'-O-sulfated analogs (1-6) were synthesized in a concise manner starting from readily accessible monosaccharide intermediates. The syntheses involved formation of an orthogonally protected disaccharide and a trisaccharide from which all six compounds were derived.

  DOI：

  10.1081/car-200030027