| 188579-05-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 188579-05-7
• 化学式: C₅₄H₅₂O₈
• 分子量: 829.002
• InChiKey: DCRYTIGDKBBUQS-YTWINFPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.96
• 重原子数：
  62.0
• 可旋转键数：
  20.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  84.84
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 24.0h， 生成 phloroglucinol-C-β-D-glucoside
  参考文献：
  名称：

  Synthesis of 1-[3,5-bis-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl)-2,4,6-trihydroxyphenyl]ethanone: An intermediate of potential usefulness for synthesis of bis-C-glucosyl flavonoids

  摘要：

  Bis-glycosylation of 3,5-dibenzyloxyphenol with 2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl fluoride in a two-step sequence produced the bis-glucosylated product, 3,5-dibenzyloxy-2,6-bis-(2,3,4,6-tetra-O-benzyl-beta-D-glucopyranosyl)phenol. Subsequent hydrogenolytic debenzylation and acetylation gave the undeca-O-acetyl derivative, which, when subjected to a Friedel-Crafts acylation with borontrifluoride-acetic acid, gave the 4-C-acetyl target compound, 1-[3,5-bis-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-2,4,6-trihydroxyphenyl]-ethanone. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00280-7
• 作为产物：
  描述：

  1,3-dibenzylphloroglucinol 、 2,3,4,6-四-O-苄基-α-D-吡喃葡萄糖酰氟 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 以24%的产率得到
  参考文献：
  名称：

  Synthesis of 1-[3,5-bis-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl)-2,4,6-trihydroxyphenyl]ethanone: An intermediate of potential usefulness for synthesis of bis-C-glucosyl flavonoids

  摘要：

  Bis-glycosylation of 3,5-dibenzyloxyphenol with 2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl fluoride in a two-step sequence produced the bis-glucosylated product, 3,5-dibenzyloxy-2,6-bis-(2,3,4,6-tetra-O-benzyl-beta-D-glucopyranosyl)phenol. Subsequent hydrogenolytic debenzylation and acetylation gave the undeca-O-acetyl derivative, which, when subjected to a Friedel-Crafts acylation with borontrifluoride-acetic acid, gave the 4-C-acetyl target compound, 1-[3,5-bis-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-2,4,6-trihydroxyphenyl]-ethanone. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00280-7