2-deoxy-3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosyl-(1->6)-1,2,3,4-tetra-O-methyl-α-D-glucopyranose | 1327260-00-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-deoxy-3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosyl-(1->6)-1,2,3,4-tetra-O-methyl-α-D-glucopyranose
• 英文别名: Bn(-3)[Bn(-4)][Bn(-6)]2-deoxy-D-lyxHex(a1-6)a-Glc1Me2Me3Me4Me；(2R,3R,4S,5R,6S)-2-[[(2S,4R,5R,6R)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxymethyl]-3,4,5,6-tetramethoxyoxane
• CAS: 1327260-00-3
• 化学式: C₃₇H₄₈O₁₀
• 分子量: 652.782
• InChiKey: OSJXNRZDUSCWNF-HVZXOCLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  47
• 可旋转键数：
  17
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  92.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  3,4,6-三邻苄基半乳醛 、 1,2,3,4-tetra-O-methyl-α-D-glucopyranose 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->6)-1,2,3,4-tetra-O-methyl-α-D-glucopyranose 、 2-deoxy-3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosyl-(1->6)-1,2,3,4-tetra-O-methyl-α-D-glucopyranose
  参考文献：
  名称：

  Stereoselective glycosylation of endo-glycals by microwave- and AlCl3-assisted catalysis

  摘要：

  alpha-2-Deoxyglycosides were synthesized in good to excellent yields by microwave-assisted reaction of endo-glycals with various O-nucleophiles in the presence of catalytic amount of AlCl3. These glycosyl additions occurred with high alpha-stereoselectivity and were complete in 5-35 min in 65-93% yield. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.124

文献信息

• Stereoselective glycosylation of endo-glycals by microwave- and AlCl3-assisted catalysis
  作者：Hui-Chang Lin、Jia-Fu Pan、Yen-Bo Chen、Zi-Ping Lin、Chun-Hung Lin

  DOI：10.1016/j.tet.2011.05.124

  日期：2011.8

  alpha-2-Deoxyglycosides were synthesized in good to excellent yields by microwave-assisted reaction of endo-glycals with various O-nucleophiles in the presence of catalytic amount of AlCl3. These glycosyl additions occurred with high alpha-stereoselectivity and were complete in 5-35 min in 65-93% yield. (C) 2011 Elsevier Ltd. All rights reserved.