{4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}acetaldehyde | 186458-34-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: {4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}acetaldehyde
• 英文别名: 2-[4-(4-Chlorophenyl)sulfanyl-4-methyl-5-oxooxolan-2-yl]acetaldehyde
• CAS: 186458-34-4
• 化学式: C₁₃H₁₃ClO₃S
• 分子量: 284.763
• InChiKey: VOIGKJCXZNRCGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}acetaldehyde 在 2-氟-1-甲基吡啶翁对甲苯磺酸盐 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 二氯甲烷 为溶剂， 反应 6.17h， 生成 (E)-3-(2-{4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}ethylidene)-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one
  参考文献：
  名称：

  Synthesis and Biological Evaluation of the Strigol Analogue Carba-GR24

  摘要：

  Both geometrical isomers of the strigol analogue carba-GR24, (E)-3-[2-(4-methyl-5-oxo-2,5-dihydrofuran-2-yl)ethylidene]-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one (1) and 7 (Z isomer), were prepared separately. These analogues, in which the vinyl ether oxygen atom in GR24 has been replaced by a methylene function, are completely inactive for the stimulation of germination of seeds of the parasitic weeds Striga hermonthica and Orobanche crenata. Bioassays in which 1 was tested as an inhibitor of germination gave no indication as such.

  DOI：

  10.1021/jf960443f
• 作为产物：
  描述：

  2-(4-氯-苯基磺胺)丙酸 在 盐酸 、 silica gel 、 酒石酸 、 lithium diisopropyl amide 作用下， 反应 0.75h， 生成 {4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}acetaldehyde
  参考文献：
  名称：

  Synthesis and Biological Evaluation of the Strigol Analogue Carba-GR24

  摘要：

  Both geometrical isomers of the strigol analogue carba-GR24, (E)-3-[2-(4-methyl-5-oxo-2,5-dihydrofuran-2-yl)ethylidene]-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one (1) and 7 (Z isomer), were prepared separately. These analogues, in which the vinyl ether oxygen atom in GR24 has been replaced by a methylene function, are completely inactive for the stimulation of germination of seeds of the parasitic weeds Striga hermonthica and Orobanche crenata. Bioassays in which 1 was tested as an inhibitor of germination gave no indication as such.

  DOI：

  10.1021/jf960443f

文献信息

• Synthesis and Biological Evaluation of the Strigol Analogue Carba-GR24
  作者：Jan Willem J. F. Thuring、Gerard H. L. Nefkens、Binne Zwanenburg

  DOI：10.1021/jf960443f

  日期：1997.4.1

  Both geometrical isomers of the strigol analogue carba-GR24, (E)-3-[2-(4-methyl-5-oxo-2,5-dihydrofuran-2-yl)ethylidene]-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one (1) and 7 (Z isomer), were prepared separately. These analogues, in which the vinyl ether oxygen atom in GR24 has been replaced by a methylene function, are completely inactive for the stimulation of germination of seeds of the parasitic weeds Striga hermonthica and Orobanche crenata. Bioassays in which 1 was tested as an inhibitor of germination gave no indication as such.