trans-4,2',4'-triacetoxychalcone | 78795-35-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: trans-4,2',4'-triacetoxychalcone
• 英文别名: 2',4',4-Triacetylchalkone；4,2',4'-triacetoxy-trans-chalcone；4,2',4'-Triacetoxy-trans-chalkon；trans-4,2',4'-tri-O-acetylchalcone；[4-[(E)-3-(2,4-diacetyloxyphenyl)-3-oxoprop-1-enyl]phenyl] acetate
• CAS: 78795-35-4
• 化学式: C₂₁H₁₈O₇
• 分子量: 382.37
• InChiKey: SLOPRAJOFODBEQ-IZZDOVSWSA-N

物化性质

• 沸点：
  553.0±50.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  异甘草素 、 乙酸酐 在 吡啶 作用下， 反应 12.0h， 以2.2 mg的产率得到trans-4,2',4'-triacetoxychalcone
  参考文献：
  名称：

  Isolation and synthesis of a dimeric dihydrochalcone from Agapanthus africanus

  摘要：

  A new dimeric dihydrochalcone, rel-(1 beta,2 alpha)-di-(2,4-dihydroxybenzoyl)-rel-(3 beta,4 alpha)-di-(4-hydroxyphenyl)-cyclobutane, accompanied by its apparent precursor, the known chalcone isoliquiritigenin, have been isolated from the roots of Agapanthus africanus (Liliaceae). The structure is based on spectroscopic methods including extensive NMR analyses mass spectrometry and circular dichroism. Conclusions regarding the structure and relative configuration are supported by synthesis of the dimeric dihydrochalcone via a pericyclic [(pi)2(s) + (pi)2(s)] photocyclo-addition of the corresponding chalcone and consideration of the molecular symmetry involved. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2005.04.007

文献信息

• EXTRACTS AND COMPOUNDS FROM "AGAPANTHUS AFRICANUS" AND THEIR USE AS BIOLOGICAL PLANT PROTECTING AGENTS
  申请人：Pretorius Johannes Christiaan

  公开号：US20090258097A1

  公开（公告）日：2009-10-15

  The invention relates to plant extracts, especially based on species of the genus Agapanthus and combinations thereof with other extracts deriving from other plants. The invention further relates to the isolation, purification and identification of compounds in these extracts. The plant extracts and the isolated substances show significant antimicrobial activity, especially antifungal activity, and bio-stimulatory efficacy, when applied to other plants in vitro and in vivo, including under field conditions. The products according to this invention are suitable to be used as plant protecting agents for many crops and economic plants as an alternative for chemical pesticides.
• US8435571B2
  申请人：——

  公开号：US8435571B2

  公开（公告）日：2013-05-07
• Isolation and synthesis of a dimeric dihydrochalcone from Agapanthus africanus
  作者：Bukirwa I. Kamara、Dale T.L. Manong、Edward V. Brandt

  DOI：10.1016/j.phytochem.2005.04.007

  日期：2005.5

  A new dimeric dihydrochalcone, rel-(1 beta,2 alpha)-di-(2,4-dihydroxybenzoyl)-rel-(3 beta,4 alpha)-di-(4-hydroxyphenyl)-cyclobutane, accompanied by its apparent precursor, the known chalcone isoliquiritigenin, have been isolated from the roots of Agapanthus africanus (Liliaceae). The structure is based on spectroscopic methods including extensive NMR analyses mass spectrometry and circular dichroism. Conclusions regarding the structure and relative configuration are supported by synthesis of the dimeric dihydrochalcone via a pericyclic [(pi)2(s) + (pi)2(s)] photocyclo-addition of the corresponding chalcone and consideration of the molecular symmetry involved. (c) 2005 Elsevier Ltd. All rights reserved.