6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-[3-(trifluoromethyl)phenyl]-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione | 1345974-50-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-[3-(trifluoromethyl)phenyl]-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione
• 英文别名: 10-Cyclopropyl-11-(naphthalen-1-ylmethyl)-5-[3-(trifluoromethyl)phenyl]-4-oxa-8-thia-1-azatricyclo[7.4.0.02,7]trideca-2(7),5,9,11-tetraene-3,13-dione
• CAS: 1345974-50-6
• 化学式: C₃₁H₂₀F₃NO₃S
• 分子量: 543.566
• InChiKey: KAVKOSWRQKKGMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  39
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl (3R)-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-2,3-dihydro-5H-[1,3 ]thiazolo[3,2-a]pyridine-3-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 草酰氯 、 三氯溴甲烷 、 sodium hydride 、 三乙胺 、 N,N-二甲基甲酰胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 2-(三甲硅基)乙醇 、 N,N-二甲基甲酰胺 、 乙腈 、 三氟乙酸 为溶剂， 反应 129.0h， 生成 6-cyclopropyl-7-(naphthalen-1-ylmethyl)-3-[3-(trifluoromethyl)phenyl]-1H,9H-pyrano[3',4':4,5][1,3]thiazolo[3,2-a]pyridine-1,9-dione
  参考文献：
  名称：

  A Selective Intramolecular 5-exo-dig or 6-endo-dig Cyclization en Route to 2-Furanone or 2-Pyrone Containing Tricyclic Scaffolds

  摘要：

  Ringfused bicyclic 2-pyridones exhibit interesting biological properties against pili assembly in uropathogenic Escherichia coli (Pinkner, J. S. et al. Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 17897-17902; Aberg, V. et al. Org. Biomol. Chem. 2007, 5, 1827-1834) as well as curli formation (Cegelski, L. et al. Nat. Chem. Biol. 2009, 5, 913-919). In the search for new ring-fused central fragments, highly selective synthetic routes to the 2-furanone or 2-pyrone containing tricyclic scaffolds 1 and 2 have been developed.

  DOI：

  10.1021/jo201952p

文献信息

• A Selective Intramolecular 5-<i>exo</i>-dig or 6-<i>endo</i>-dig Cyclization en Route to 2-Furanone or 2-Pyrone Containing Tricyclic Scaffolds
  作者：Christoffer Bengtsson、Fredrik Almqvist

  DOI：10.1021/jo201952p

  日期：2011.12.2

  Ringfused bicyclic 2-pyridones exhibit interesting biological properties against pili assembly in uropathogenic Escherichia coli (Pinkner, J. S. et al. Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 17897-17902; Aberg, V. et al. Org. Biomol. Chem. 2007, 5, 1827-1834) as well as curli formation (Cegelski, L. et al. Nat. Chem. Biol. 2009, 5, 913-919). In the search for new ring-fused central fragments, highly selective synthetic routes to the 2-furanone or 2-pyrone containing tricyclic scaffolds 1 and 2 have been developed.