phenethyl 6-hydroxy-2-methyl-2-(4-methylpentyl)-3,4-dihydro-2H-benzo[h]chromene-5-carboxylate | 1558797-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: phenethyl 6-hydroxy-2-methyl-2-(4-methylpentyl)-3,4-dihydro-2H-benzo[h]chromene-5-carboxylate
• 英文别名: 2-Phenylethyl 6-hydroxy-2-methyl-2-(4-methylpentyl)-3,4-dihydrobenzo[h]chromene-5-carboxylate
• CAS: 1558797-66-2
• 化学式: C₂₉H₃₄O₄
• 分子量: 446.587
• InChiKey: FJYDVSJNJXOZDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-二羟基-2-萘甲酸 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 碳酸氢钠 、 溶剂黄146 、 苯硼酸 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 20.0 ℃ 、137.9 kPa 条件下， 反应 23.0h， 生成 phenethyl 6-hydroxy-2-methyl-2-(4-methylpentyl)-3,4-dihydro-2H-benzo[h]chromene-5-carboxylate
  参考文献：
  名称：

  Synthesis of novel and diverse mollugin analogues and their antibacterial and antioxidant activities

  摘要：

  Novel and diverse mollugin analogues (1-12) were synthesized using PhB(OH)(2)/AcOH-mediated electrocyclization reaction as a key step. The newly synthesized compounds were screened for antioxidant and antibacterial activities. Compounds 1, 2, 5, 6, 8, and 10-12 showed high antioxidant activities in DPPH inhibition (IC50 = 0.52-1.11 mu M) compared with BHT (IC50 = 9.67 mu M). Compounds 3 exhibited potent antibacterial activity against Staphylococcus aureus (KCTC-1916) bacterial strain at 100 mu g/mL. Structures of newly synthesized compounds were confirmed by IR, H-1 NMR, C-13 NMR data and high-resolution mass spectrometry. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2013.11.008