montadial A | 247132-16-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: montadial A
• 英文别名: Montadial；3,4-dihydroxy-5-[(E)-3-methyl-4-oxobut-2-enyl]benzaldehyde
• CAS: 247132-16-7
• 化学式: C₁₂H₁₂O₄
• 分子量: 220.225
• InChiKey: GYXDZVGSSXSODD-KRXBUXKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-甲基-N-(三甲基硅烷基)三氟乙酰胺 、 montadial A 反应 0.08h， 生成 3-((1E,3E)-3-Methyl-4-trimethylsilanyloxy-buta-1,3-dienyl)-4,5-bis-trimethylsilanyloxy-benzaldehyde
  参考文献：
  名称：

  Montadial A, a Cytotoxic Metabolite from Bondarzewia montana

  摘要：

  A new meroterpenoid, montadial A (1), has been isolated from the polypore Bondarzewia montana. Its structure was elucidated by spectroscopic techniques. Montadial A exhibits cytotoxic effects and develops a striking yellow color when treated with KOH.

  DOI：

  10.1021/np9900876
• 作为产物：
  描述：

  3,4-二羟基-5-(3-甲基-2-丁烯-1-基)苯甲醛 在 叔丁基过氧化氢 、 selenium(IV) oxide 、 silica gel 作用下， 以19%的产率得到montadial A
  参考文献：
  名称：

  Application of benzyl protecting groups in the synthesis of prenylated aromatic compounds

  摘要：

  Benzyl ethers have proven to be useful protecting groups for synthesis of phenols bearing isoprenoid chains because the benzyl groups can tolerate the conditions of halogen-metal exchange used to introduce the side chains yet are cleaved in good yields upon treatment with sodium s-butanol. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.187

文献信息

• Application of benzyl protecting groups in the synthesis of prenylated aromatic compounds
  作者：Sina I. Odejinmi、David F. Wiemer

  DOI：10.1016/j.tetlet.2005.03.187

  日期：2005.5

  Benzyl ethers have proven to be useful protecting groups for synthesis of phenols bearing isoprenoid chains because the benzyl groups can tolerate the conditions of halogen-metal exchange used to introduce the side chains yet are cleaved in good yields upon treatment with sodium s-butanol. (c) 2005 Elsevier Ltd. All rights reserved.
• Montadial A, a Cytotoxic Metabolite from <i>Bondarzewia montana</i>
  作者：Bernd Sontag、Norbert Arnold、Wolfgang Steglich、Timm Anke

  DOI：10.1021/np9900876

  日期：1999.10.1

  A new meroterpenoid, montadial A (1), has been isolated from the polypore Bondarzewia montana. Its structure was elucidated by spectroscopic techniques. Montadial A exhibits cytotoxic effects and develops a striking yellow color when treated with KOH.