(E)-2-hydroxy-3-methyl-5-(3-oxo-3-phenylprop-1-enyl)benzaldehyde | 1342894-76-1

• 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: (E)-2-hydroxy-3-methyl-5-(3-oxo-3-phenylprop-1-enyl)benzaldehyde
• 英文别名: 2-hydroxy-3-methyl-5-[(E)-3-oxo-3-phenylprop-1-enyl]benzaldehyde
• CAS: 1342894-76-1
• 化学式: C₁₇H₁₄O₃
• 分子量: 266.296
• InChiKey: YFOQHNHFYRPFMT-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-2-hydroxy-3-methyl-5-(3-oxo-3-phenylprop-1-enyl)benzaldehyde 、 环氧氯丙烷 在 三乙胺 作用下， 反应 1.08h， 以92%的产率得到8-(3-oxo-3-phenylprop-1-enyl),10-methyl-3,4-dihydro-2H,6H-3,6-epoxy-benzo[1,5]dioxocine
  参考文献：
  名称：

  In vitro and in vivo antifilarial activity evaluation of 3,6-epoxy [1,5]dioxocines: A new class of antifilarial agents

  摘要：

  A series of 3,6-epoxy [1,5] dioxocines were synthesized and evaluated for their antifilarial activity against adult parasites of human lymphatic filarial parasite Brugia malayi (sub-periodic strain) in vitro. Out of these, six compounds (4a-f) possessed improved in vitro anti-filarial activity and examples 4d and 4f were also found to be active in the in vivo experiments. These results demonstrate that 3,6-epoxy [1,5] dioxocines exhibits potent antifilarial activity and might be developed into a new class of antifilarial drug. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.009
• 作为产物：
  描述：

  邻甲酚 在 三氟化硼乙醚 、 三氟乙酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 (E)-2-hydroxy-3-methyl-5-(3-oxo-3-phenylprop-1-enyl)benzaldehyde
  参考文献：
  名称：

  使用BF3-Et2O通过区域选择性缩合反应从聚羰基芳族化合物高效合成邻苯二酚。

  摘要：

  一种新的，简单，高效的方法，通过使用BF3-Et2O作为试剂，通过适当的5-乙酰基-2-羟基苯甲醛与各种取代的苯乙酮和4-羟基异乙醛与各种取代的醛的区域选择性缩合反应，合成不同类型的羰基查耳酮描述。

  DOI：

  10.1248/cpb.c15-00939

文献信息

• In vitro and in vivo antifilarial activity evaluation of 3,6-epoxy [1,5]dioxocines: A new class of antifilarial agents
  作者：Koneni V. Sashidhara、Abdhesh Kumar、K. Bhaskara Rao、Vikas Kushwaha、Kirti Saxena、P.K. Murthy

  DOI：10.1016/j.bmcl.2012.01.009

  日期：2012.2

  A series of 3,6-epoxy [1,5] dioxocines were synthesized and evaluated for their antifilarial activity against adult parasites of human lymphatic filarial parasite Brugia malayi (sub-periodic strain) in vitro. Out of these, six compounds (4a-f) possessed improved in vitro anti-filarial activity and examples 4d and 4f were also found to be active in the in vivo experiments. These results demonstrate that 3,6-epoxy [1,5] dioxocines exhibits potent antifilarial activity and might be developed into a new class of antifilarial drug. (C) 2012 Elsevier Ltd. All rights reserved.
• Highly Efficient Synthesis of Chalcones from Poly Carbonyl Aromatic Compounds Using BF<sub>3</sub>–Et<sub>2</sub>O <i>via</i> a Regioselective Condensation Reaction
  作者：Satyanarayana Reddy Julakanti、Manimala Patel、Venkateswarlu Ponneri

  DOI：10.1248/cpb.c15-00939

  日期：——

  A new, simple, highly efficient method for the synthesis of different types of carbonyl chalcones through a regioselective condensation reaction of appropriate 5-acetyl-2-hydroxybenzaldehyde with various substituted acetophenones and 4-hydroxyisothalaldehyde with various substituted aldehydes using BF3-Et2O as a reagent is described.

  一种新的，简单，高效的方法，通过使用BF3-Et2O作为试剂，通过适当的5-乙酰基-2-羟基苯甲醛与各种取代的苯乙酮和4-羟基异乙醛与各种取代的醛的区域选择性缩合反应，合成不同类型的羰基查耳酮描述。