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Type: Artigo de periódico
Title: Synthesis Of 4-aryl-2-pyrrolidones And Beta-aryl-gamma-amino-butyric Acid (gaba) Analogues By Heck Arylation Of 3-pyrrolines With Arenediazonium Tetrafluoroborates. Synthesis Of (+/-)-rolipram On A Multigram Scale And Chromatographic Resolution By Semipreparative Chiral Simulated Moving Bed Chromatography.
Author: Garcia, Ariel L L
Carpes, Marcos J S
de Oca, Antonio C B M
dos Santos, Marco A G
Santana, César C
Correia, Carlos Roque D
Abstract: We report herein a new, practical, and economic synthesis of the phosphodiesterase inhibitor Rolipram on a multigram scale as well as the synthesis of new 4-aryl pyrrolidones and beta-aryl-gamma-amino butyric acids (GABA derivatives) employing an efficient Heck-Matsuda arylation of 3-pyrroline with aryldiazonium tetrafluoroborates. Racemic Rolipram was resolved into its enantiomers using chiral simulated moving bed chromatography having the low-cost microcrystalline cellulose triacetate as a chiral stationary phase.
Subject: Borates
Chromatography, Ion Exchange
Diazonium Compounds
Fluorine Compounds
Phosphodiesterase Inhibitors
Gamma-aminobutyric Acid
Rights: fechado
Identifier DOI: 10.1021/jo0484880
Date Issue: 2005
Appears in Collections:Artigos e Materiais de Revistas Científicas - Unicamp

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