(2R,3R,4R,6S)-6-(((2S,4R,5R,6R)-2-(allyloxy)-6-((R)-1,2-dihydroxyethyl)-5-hydroxy-2-(methoxycarbonyl)tetrahydro-2H-pyran-4-yl)oxy)-2-((R)-1,2-diacetoxyethyl)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4-diyl diacetate | 118667-58-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,6S)-6-(((2S,4R,5R,6R)-2-(allyloxy)-6-((R)-1,2-dihydroxyethyl)-5-hydroxy-2-(methoxycarbonyl)tetrahydro-2H-pyran-4-yl)oxy)-2-((R)-1,2-diacetoxyethyl)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4-diyl diacetate
• CAS: 118667-58-6
• 化学式: C₂₉H₄₂O₁₉
• 分子量: 694.641
• InChiKey: CCEOEPUQEOERMO-OBECKWRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.04
• 重原子数：
  48.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  255.41
• 氢给体数：
  3.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,6S)-6-(((2S,4R,5R,6R)-2-(allyloxy)-6-((R)-1,2-dihydroxyethyl)-5-hydroxy-2-(methoxycarbonyl)tetrahydro-2H-pyran-4-yl)oxy)-2-((R)-1,2-diacetoxyethyl)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4-diyl diacetate 在 吡啶 、 4-二甲氨基吡啶 、 (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate 、 水 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 19.17h， 生成 O-(Methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-β-D-manno-2-octulopyranosylonate)-(2->4)-(methyl 5,7,8-tri-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosonate)
  参考文献：
  名称：

  GLC-MS of reduced, acetylated, and methylated (2 → 4)- and (2 → 8)-linked disaccharides of 3-deoxy-pD-manno-octulopyranosonic acid (Kdo)

  摘要：

  Synthetic alpha- and beta-(2 --> 4)- and alpha- and beta-(2 --> 8)-linked disaccharides of 3-deoxy-D-manno-octulopyranosonic acid (Kdo), of which the synthesis of the beta-(2 --> 4)-linked compound is described here, were used to develop a simple GLC-MS method for the determination of their anomeric configuration. The GLC and GLC-MS data for the reduced and acetylated or methylated derivatives of the above compounds indicate the a-linked synthetic disaccharides to be identical to those.isolated from bacterial lipopolysaccharides.

  DOI：

  10.1016/0008-6215(92)84008-g