(R)-tert-butyl 4-[4-methoxy-4-oxo-1-(thiophen-2-yl)butyl]-1H-indole-1-carboxylate | 1097642-32-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (R)-tert-butyl 4-[4-methoxy-4-oxo-1-(thiophen-2-yl)butyl]-1H-indole-1-carboxylate
• CAS: 1097642-32-4
• 化学式: C₂₂H₂₅NO₄S
• 分子量: 399.511
• InChiKey: IVLIBACAHPDDTD-QGZVFWFLSA-N

反应信息

• 作为反应物：
  描述：

  (R)-tert-butyl 4-[4-methoxy-4-oxo-1-(thiophen-2-yl)butyl]-1H-indole-1-carboxylate 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到(R)-4-[1-(tert-butoxycarbonyl)-1H-indol-4-yl]-4-(thiophen-2-yl)butanoic acid
  参考文献：
  名称：

  1-Naphthyl and 4-indolyl arylalkylamines as selective monoamine reuptake inhibitors

  摘要：

  A series of enantiomerically pure 1-naphthyl and 4-indolyl arylalkylamines were prepared and evaluated for their binding affinities to the monoamine transporters. The two series of enantiomers displayed considerable differences in binding selectivity between the monoamine transporters, leading to the design of (S)-4-(3,4-dichlorophenyl)-4-(1H-indol-4-yl)-N-methylbutan-1-amine as a potent inhibitor for the dopamine and serotonin transporters. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.022
• 作为产物：
  描述：

  (R,E)-tert-butyl 4-[1-(5-bromothiophen-2-yl)-4-methoxy-4-oxobut-2-enyl]-1H-indole-1-carboxylate 在 5%-palladium/activated carbon 、 氢气 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以89%的产率得到(R)-tert-butyl 4-[4-methoxy-4-oxo-1-(thiophen-2-yl)butyl]-1H-indole-1-carboxylate
  参考文献：
  名称：

  1-Naphthyl and 4-indolyl arylalkylamines as selective monoamine reuptake inhibitors

  摘要：

  A series of enantiomerically pure 1-naphthyl and 4-indolyl arylalkylamines were prepared and evaluated for their binding affinities to the monoamine transporters. The two series of enantiomers displayed considerable differences in binding selectivity between the monoamine transporters, leading to the design of (S)-4-(3,4-dichlorophenyl)-4-(1H-indol-4-yl)-N-methylbutan-1-amine as a potent inhibitor for the dopamine and serotonin transporters. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.022