1-[2-Hydroxy-4-(tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one | 270084-45-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-Hydroxy-4-(tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one
• 英文别名: 1-Propanone, 1-[2-hydroxy-4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-；1-[2-hydroxy-4-(oxan-2-yloxy)phenyl]propan-1-one
• CAS: 270084-45-2
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: RPNPOCQDXNAVMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-Hydroxy-4-(tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one 在 哌啶 、 盐酸 、 sodium acetate 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 生成 7-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-chroman-4-one
  参考文献：
  名称：

  Estrogen receptor ligands. Part 1: The discovery of flavanoids with subtype selectivity

  摘要：

  A class of flavanoids exhibiting a high degree of selectivity for ERalpha over ERbeta has been discovered. The most active analogue 6 was found to be 66-fold ERalpha-selective and demonstrated uterine estradiol antagonism. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.031
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 2,4-二羟基苯丙酮 在 对甲苯磺酸 作用下， 生成 1-[2-Hydroxy-4-(tetrahydro-pyran-2-yloxy)-phenyl]-propan-1-one
  参考文献：
  名称：

  芳香族甲氧肟衍生物对五种水果采后植物病原真菌的合成和评价。主要结构-活动关系。

  摘要：

  检查了二十四个芳香族甲肟库对五种代表性的收获后植物病原真菌的抗真菌活性。小组成员包括数位青霉，意大利青霉，根霉，灰葡萄孢和莫尼利尼亚毛果，这些都因影响收获的水果而在世界范围内造成相关的经济损失。确定了每种化合物的最小抑菌浓度和最小杀真菌浓度，并确定了主要的构效关系。尽管其他同类药物更有效，但从药物相似性的角度出发，认为衍生自2,4-二羟基苯乙酮的甲氧肟是最合适的化合物。

  DOI：

  10.1016/j.foodchem.2020.126701

文献信息

• An Efficient Process for the Synthesis of trans-2,3-Disubstituted-2,3-dihydro-4H-1-benzopyran-4-ones (Chroman-4-ones)
  作者：Richard W. Draper、Bin Hu、Radha V. Iyer、Xun Li、Yuelie Lu、Mohammad Rahman、Eugene J. Vater

  DOI：10.1016/s0040-4020(00)00101-0

  日期：2000.3

  The piperidine catalyzed Knoevenagel condensation of 2'-aryl/alkyl-2-hydroxyacetophenones 7 and aryl/alkylaldehydes 8 in refluxing isopropyl alcohol with azeotropic removal of water affords, in high yield, equilibrium mixtures of E- and Z-chalcones 9 and cis- and trans-chroman-4-ones 10 which are effectively isomerized in situ to the trans-2,3-diaryl/alkylchroman-4-ones, following the addition of 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) to the cooled reaction mixture and may be isolated in high purities (91-99%) by simple filtration, with good to excellent yields (70-95%). (C) 2000 Elsevier Science Ltd. All rights reserved.
• Synthesis and evaluation of aromatic methoxime derivatives against five postharvest phytopathogenic fungi of fruits. Main structure–activity relationships
  作者：Iván Cortés、Melina G. di Liberto、Teodoro S. Kaufman、Marcos G. Derita、Andrea B.J. Bracca

  DOI：10.1016/j.foodchem.2020.126701

  日期：2020.8

  concentrations and minimum fungicidal concentrations of each compound were defined and the main structure-activity relationships were determined. Although other congeners were more potent, drug likeliness considerations pointed to the methoxime derived from 2,4-dihydroxypropiophenone as the compound with the most suitable profile. The morphology of the colonies of the fungal strains treated with the methoxime

  检查了二十四个芳香族甲肟库对五种代表性的收获后植物病原真菌的抗真菌活性。小组成员包括数位青霉，意大利青霉，根霉，灰葡萄孢和莫尼利尼亚毛果，这些都因影响收获的水果而在世界范围内造成相关的经济损失。确定了每种化合物的最小抑菌浓度和最小杀真菌浓度，并确定了主要的构效关系。尽管其他同类药物更有效，但从药物相似性的角度出发，认为衍生自2,4-二羟基苯乙酮的甲氧肟是最合适的化合物。
• Estrogen receptor ligands. Part 1: The discovery of flavanoids with subtype selectivity
  作者：Helen Y. Chen、Kevin D. Dykstra、Elizabeth T. Birzin、Katalin Frisch、Wanda Chan、Yi T. Yang、Ralph T. Mosley、Frank DiNinno、Susan P. Rohrer、James M. Schaeffer、Milton L. Hammond

  DOI：10.1016/j.bmcl.2004.01.031

  日期：2004.3

  A class of flavanoids exhibiting a high degree of selectivity for ERalpha over ERbeta has been discovered. The most active analogue 6 was found to be 66-fold ERalpha-selective and demonstrated uterine estradiol antagonism. (C) 2004 Elsevier Ltd. All rights reserved.