ethyl 3,4-(diphenylmethylendioxy)-5-hydroxybenzoate | 270061-91-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 3,4-(diphenylmethylendioxy)-5-hydroxybenzoate
• 英文别名: Ethyl 7-hydroxy-2,2-diphenyl-1,3-benzodioxole-5-carboxylate
• CAS: 270061-91-1
• 化学式: C₂₂H₁₈O₅
• 分子量: 362.382
• InChiKey: PQYHFVNMEIAOJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 3,4-(diphenylmethylendioxy)-5-hydroxybenzoate 在 palladium on activated charcoal 氢氧化钾 、 三氟化硼乙醚 、 氢气 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 27.0h， 生成 gallic acid 3-O-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of antioxidative and anti-inflammatory drugs glucoconjugates

  摘要：

  Glucoconjugates of (+/-)-ibuprofen, (+/-)-alpha-tocopherol (vitamin E), gentisic acid, gallic acid, 2,6-bis(tert-butyl)-4-thiophenol, and N-acetyl-L-cysteine were prepared with the objective of increasing the bioavailability of such antioxidant and anti-inflammatory drugs. The O-glucosides were synthesized using benzylated alpha-D-glucopyranosyl trichloracetimidate as glycosyl donor. For the synthesis of the S-glucosides, the glycosyl donor 1,2,3,4,6-penta-O-acetyl-beta-D-glucopyranose provided higher yields than the corresponding O-acetylated imidate. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00311-0
• 作为产物：
  描述：

  二氯二苯甲烷 、 没食子酸乙酯 在 吡啶 作用下， 以 丙酮 为溶剂， 反应 16.0h， 以61%的产率得到ethyl 3,4-(diphenylmethylendioxy)-5-hydroxybenzoate
  参考文献：
  名称：

  Synthesis of antioxidative and anti-inflammatory drugs glucoconjugates

  摘要：

  Glucoconjugates of (+/-)-ibuprofen, (+/-)-alpha-tocopherol (vitamin E), gentisic acid, gallic acid, 2,6-bis(tert-butyl)-4-thiophenol, and N-acetyl-L-cysteine were prepared with the objective of increasing the bioavailability of such antioxidant and anti-inflammatory drugs. The O-glucosides were synthesized using benzylated alpha-D-glucopyranosyl trichloracetimidate as glycosyl donor. For the synthesis of the S-glucosides, the glycosyl donor 1,2,3,4,6-penta-O-acetyl-beta-D-glucopyranose provided higher yields than the corresponding O-acetylated imidate. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00311-0

文献信息

• Synthesis of antioxidative and anti-inflammatory drugs glucoconjugates
  作者：Rainer K. Uhrig、Martin A. Picard、Konrad Beyreuther、Manfred Wiessler

  DOI：10.1016/s0008-6215(99)00311-0

  日期：2000.3

  Glucoconjugates of (+/-)-ibuprofen, (+/-)-alpha-tocopherol (vitamin E), gentisic acid, gallic acid, 2,6-bis(tert-butyl)-4-thiophenol, and N-acetyl-L-cysteine were prepared with the objective of increasing the bioavailability of such antioxidant and anti-inflammatory drugs. The O-glucosides were synthesized using benzylated alpha-D-glucopyranosyl trichloracetimidate as glycosyl donor. For the synthesis of the S-glucosides, the glycosyl donor 1,2,3,4,6-penta-O-acetyl-beta-D-glucopyranose provided higher yields than the corresponding O-acetylated imidate. (C) 2000 Elsevier Science Ltd. All rights reserved.