1,2,4-tri-O-benzoyl-3,6-dideoxy-β-L-xylo-hexopyranose | 210100-15-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2,4-tri-O-benzoyl-3,6-dideoxy-β-L-xylo-hexopyranose
• 英文别名: [(2S,3S,5S,6R)-5,6-dibenzoyloxy-2-methyloxan-3-yl] benzoate
• CAS: 210100-15-5
• 化学式: C₂₇H₂₄O₇
• 分子量: 460.483
• InChiKey: MDUIGYUZHVDEBL-XYVJRHFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,2,4-tri-O-benzoyl-3,6-dideoxy-β-L-xylo-hexopyranose 在 zinc(II) chloride 作用下， 以 various solvent(s) 为溶剂， 反应 2.0h， 生成 (2S,3S,5S,6S)-2-chloro-6-methyltetrahydro-2H-pyran-3,5-diyl dibenzoate
  参考文献：
  名称：

  Chemical synthesis of GDP-l-galactose and analogues

  摘要：

  Succinct syntheses for L-galactose, 3-deoxy-L-xylo-hexose (3-deoxy-L-galactose), 6-deoxy-L-galactopyranose (L-fucose) and 3,6-dideoxy-L-xylo-hexose (3,6-dideoxy-L-galactose) have been developed starting from commercially available L-galactono-1,4-lactone. L-Galactose and variants were then converted to the guanosine diphosphate derivatives, via the formation of the anomeric phosphates and coupling to guanosine monophosphate morpholidate. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(97)10094-5
• 作为产物：
  描述：

  6-bromo-6-deoxy-2,3,5-tri-O-acetyl-L-galactono-1,4-lactone 在 palladium on activated charcoal diisoamyl borane 、 氢气 、 sodium methylate 、 三乙胺 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， -40.0 ℃ 、506.62 kPa 条件下， 反应 67.0h， 生成 1,2,4-tri-O-benzoyl-3,6-dideoxy-β-L-xylo-hexopyranose
  参考文献：
  名称：

  Chemical synthesis of GDP-l-galactose and analogues

  摘要：

  Succinct syntheses for L-galactose, 3-deoxy-L-xylo-hexose (3-deoxy-L-galactose), 6-deoxy-L-galactopyranose (L-fucose) and 3,6-dideoxy-L-xylo-hexose (3,6-dideoxy-L-galactose) have been developed starting from commercially available L-galactono-1,4-lactone. L-Galactose and variants were then converted to the guanosine diphosphate derivatives, via the formation of the anomeric phosphates and coupling to guanosine monophosphate morpholidate. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(97)10094-5