5,5-二甲基-5,6-二氢-4H-环戊二烯并[b]噻吩-6-羧酸 | 690656-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 5,5-二甲基-5,6-二氢-4H-环戊二烯并[b]噻吩-6-羧酸
• 英文名称: 5,5-dimethyl-5,6-dihydro-4H-cyclopenta[b]thiophen-6-carboxylic acid
• 英文别名: 5,5-Dimethyl-4,6-dihydrocyclopenta[b]thiophene-6-carboxylic acid
• CAS: 690656-63-4
• 化学式: C₁₀H₁₂O₂S
• 分子量: 196.27
• InChiKey: NQWNMXPBMOGFAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,5-二甲基-5,6-二氢-4H-环戊二烯并[b]噻吩-6-羧酸 在 R(+)-alpha-甲基苄胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 3.83h， 生成 (6R)-(+)-N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]-5,5-dimethyl-5,6-dihydro-4H-cyclopenta[b]thiophene-6-carboxamide
  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 在 吡啶 、 4-二甲氨基吡啶 、 氢氧化钾 、 sodium hydroxide 、 sodium tetrahydroborate 、 18-冠醚-6 、 三氟化硼乙醚 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 乙二醇 、 甲苯 为溶剂， 反应 39.0h， 生成 5,5-二甲基-5,6-二氢-4H-环戊二烯并[b]噻吩-6-羧酸
  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

文献信息

• Cyclopenta[b]thiophene-alkyloxazolines: new nitrogen–sulfur hybrid ligands and their use in asymmetric palladium-catalyzed allylic alkylation
  作者：Bianca-Flavia Bonini、Laurent Giordano、Mariafrancesca Fochi、Mauro Comes-Franchini、Luca Bernardi、Elena Capitò、Alfredo Ricci

  DOI：10.1016/j.tetasy.2004.01.036

  日期：2004.3

  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.