8-cinnamoyl-5,7-dihydroxy-2,2,6-trimethylchromene | 56866-13-8

• 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: 8-cinnamoyl-5,7-dihydroxy-2,2,6-trimethylchromene
• 英文别名: 2',4'-dihydroxy-3',6'',6''-trimethylpyrano[2",3":6',5']chalcone；1-(5,7-dihydroxy-2,2,6-trimethyl-2H-1-benzopyran-8-yl)-3-phenyl-2-propen-1-one；NCGC00187465-01；ZINC14652075；MolPort-001-742-554；MEGxpO_001820；LMPK12120233；NP-010172；1-(5,7-Dihydroxy-2,2,6-trimethylchromen-8-yl)-3-phenylprop-2-en-1-one；1-(5,7-dihydroxy-2,2,6-trimethylchromen-8-yl)-3-phenylprop-2-en-1-one
• CAS: 56866-13-8
• 化学式: C₂₁H₂₀O₄
• 分子量: 336.387
• InChiKey: ADEFODYSLAAMOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-cinnamoyl-5,7-dihydroxy-2,2,6-trimethylchromene 在 iron(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以55%的产率得到kamalachalcone A
  参考文献：
  名称：

  The Mosaic of Rottlerin

  摘要：

  The first total synthesis of rottlerin is described. The methodology allows the development of potential novel protein kinase C delta (PKC delta) analogues for better treatment of various diseases. Kamalachalcone A and dimeric rottlerin were synthesized in a very practical and economical way using FeCl3 as a catalyst.

  DOI：

  10.1021/acs.joc.5b01827

文献信息

• The Mosaic of Rottlerin
  作者：Kenneth K. C. Hong、Graham E. Ball、David StC. Black、Naresh Kumar

  DOI：10.1021/acs.joc.5b01827

  日期：2015.11.6

  The first total synthesis of rottlerin is described. The methodology allows the development of potential novel protein kinase C delta (PKC delta) analogues for better treatment of various diseases. Kamalachalcone A and dimeric rottlerin were synthesized in a very practical and economical way using FeCl3 as a catalyst.