dibenzylphosphate-2,4,6-tri-O-acetyl-3-O-methyl-α-D-glucopyranoside | 1030381-50-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dibenzylphosphate-2,4,6-tri-O-acetyl-3-O-methyl-α-D-glucopyranoside
• 英文别名: [(2R,3R,4S,5R,6R)-3,5-diacetyloxy-6-bis(phenylmethoxy)phosphoryloxy-4-methoxyoxan-2-yl]methyl acetate
• CAS: 1030381-50-0
• 化学式: C₂₇H₃₃O₁₂P
• 分子量: 580.526
• InChiKey: BVNZCXWTIQXJEW-IURCNINISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  40
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  142
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  dibenzylphosphate-2,4,6-tri-O-acetyl-3-O-methyl-α-D-glucopyranoside 、 三乙胺 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以94%的产率得到phosphate-2,4,6-tri-O-acetyl-3-O-methyl-α-D-glucopyranoside, ditriethylammonium salt
  参考文献：
  名称：

  Synthesis of UDP-glucose derivatives modified at the 3-OH as potential chain terminators of β-glucan biosynthesis

  摘要：

  A series of UDP-D-glucose derivatives and precursors that have been modified at C-3 were synthesised from D-glucose as potential chain terminators of beta-glucan biosynthesis. None of the UDP-derivatives or the precursors tested displayed significant anti-fungal activity in a series of germination assays on the dermatophyte Trichophyton rubrum. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.01.031
• 作为产物：
  描述：

  焦磷酸四苄酯 、 2,4,6-tri-O-acetyl-3-O-methyl-D-glucopyranose 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 为溶剂， 以68%的产率得到dibenzylphosphate-2,4,6-tri-O-acetyl-3-O-methyl-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of UDP-glucose derivatives modified at the 3-OH as potential chain terminators of β-glucan biosynthesis

  摘要：

  A series of UDP-D-glucose derivatives and precursors that have been modified at C-3 were synthesised from D-glucose as potential chain terminators of beta-glucan biosynthesis. None of the UDP-derivatives or the precursors tested displayed significant anti-fungal activity in a series of germination assays on the dermatophyte Trichophyton rubrum. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.01.031