5,5-dimethyl-4,5-dihydro-6H-cyclopenta[b]thiophen-6-one | 690656-60-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-dimethyl-4,5-dihydro-6H-cyclopenta[b]thiophen-6-one
• 英文别名: 5,5-dimethyl-4H-cyclopenta[b]thiophen-6-one
• CAS: 690656-60-1
• 化学式: C₉H₁₀OS
• 分子量: 166.244
• InChiKey: GFDJBFBXXGELMO-UHFFFAOYSA-N

物化性质

• 沸点：
  242.6±9.0 °C(Predicted)
• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,5-dimethyl-4,5-dihydro-6H-cyclopenta[b]thiophen-6-one 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydroxide 、 sodium tetrahydroborate 、 三氟化硼乙醚 、 R(+)-alpha-甲基苄胺 、 三乙胺 、 对甲苯磺酰氯 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 乙二醇 、 丙酮 为溶剂， 反应 42.83h， 生成 (6S)-(-)-(4S)-4-benzyl-2-(5,5-dimethyl-5,6-dihydro-4H-cyclopenta[b]thiophen-6-yl)-4,5-dihydro-1,3-oxazole
  参考文献：
  名称：

  Cyclopenta[b]thiophene-alkyloxazolines: new nitrogen–sulfur hybrid ligands and their use in asymmetric palladium-catalyzed allylic alkylation

  摘要：

  New chiral nitrogen and sulfur containing hybrid ligands have been prepared and fully characterized. Their structure includes cyclopenta[b]tiophene and oxazoline moieties as sources of chirality. Their catalytic activity has been tested successfully in the Pd-allylic alkylation leading to enantioselectivities of up to 74% ee. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.036
• 作为产物：
  描述：

  4,5-dihydro-5-methyl-6H-cyclopentathiophen-6-one 、 碘甲烷 在 氢氧化钾 、 18-冠醚-6 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以91%的产率得到5,5-dimethyl-4,5-dihydro-6H-cyclopenta[b]thiophen-6-one
  参考文献：
  名称：

  Cyclopenta[b]thiophene-alkyloxazolines: new nitrogen–sulfur hybrid ligands and their use in asymmetric palladium-catalyzed allylic alkylation

  摘要：

  New chiral nitrogen and sulfur containing hybrid ligands have been prepared and fully characterized. Their structure includes cyclopenta[b]tiophene and oxazoline moieties as sources of chirality. Their catalytic activity has been tested successfully in the Pd-allylic alkylation leading to enantioselectivities of up to 74% ee. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.036