4-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)ellagic acid | 1448227-55-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: 4-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)ellagic acid
• CAS: 1448227-55-1
• 化学式: C₂₈H₂₄O₁₇
• 分子量: 632.488
• InChiKey: WLMGHWFJLLCBHC-QNLYBOEVSA-N

反应信息

• 作为反应物：
  描述：

  二碘甲烷 、 4-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)ellagic acid 在 potassium carbonate 、 copper(II) oxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以40%的产率得到3,4-methylene-4'-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)ellagic acid
  参考文献：
  名称：

  Synthesis of Okicamelliaside, a Glucoside of Ellagic Acid with Potent Anti-Degranulation Activity

  摘要：

  Okicamelliaside, a glucoside of ellagic acid with potent anti-degranulation activity, was synthesized from ellagic acid. The regioselectivity, solubility, and high reactivity. of the intermediates throughout the synthesis were obtained by the complementary use of triisopropylsilyl (TIPS) and methoxyethoxymethyl (MEM) protective groups on the aglycone skeleton.

  DOI：

  10.1271/bbb.120966
• 作为产物：
  描述：

  3,3'-bis-O-methoxyethoxymethyl-4-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)ellagic acid 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以91%的产率得到4-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)ellagic acid
  参考文献：
  名称：

  Synthesis of Okicamelliaside, a Glucoside of Ellagic Acid with Potent Anti-Degranulation Activity

  摘要：

  Okicamelliaside, a glucoside of ellagic acid with potent anti-degranulation activity, was synthesized from ellagic acid. The regioselectivity, solubility, and high reactivity. of the intermediates throughout the synthesis were obtained by the complementary use of triisopropylsilyl (TIPS) and methoxyethoxymethyl (MEM) protective groups on the aglycone skeleton.

  DOI：

  10.1271/bbb.120966