1,2,4,6-tetra-O-benzoyl-3-deoxy-β-L-xylo-hexopyranose | 210100-11-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2,4,6-tetra-O-benzoyl-3-deoxy-β-L-xylo-hexopyranose
• 英文别名: [(2S,3S,5S,6R)-3,5,6-tribenzoyloxyoxan-2-yl]methyl benzoate
• CAS: 210100-11-1
• 化学式: C₃₄H₂₈O₉
• 分子量: 580.591
• InChiKey: FJJHMRVPYCSTHI-GDDXUJBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,2,4,6-tetra-O-benzoyl-3-deoxy-β-L-xylo-hexopyranose 在 氢溴酸 作用下， 以 乙酸酐 、 溶剂黄146 为溶剂， 反应 2.0h， 以63%的产率得到2,4,6-tri-O-benzoyl-3-deoxy-α-L-xylo-hexopyranosyl bromide
  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：

  tri-O-acetyl-3-deoxy-D-arabino-hexono-1,4-lactone 在 diisoamyl borane 、 sodium methylate 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 反应 47.0h， 生成 1,2,4,6-tetra-O-benzoyl-3-deoxy-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

文献信息

• Chemical synthesis of GDP-l-galactose and analogues
  作者：Hayley Binch、Katja Stangier、Joachim Thiem

  DOI：10.1016/s0008-6215(97)10094-5

  日期：1998.1

  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.