Artículos de revistas
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
Registro en:
Journal Of Organic Chemistry. Amer Chemical Soc, v. 70, n. 3, n. 1050, n. 1053, 2005.
0022-3263
WOS:000226777100039
10.1021/jo0484880
Autor
Garcia, ALL
Carpes, MJS
de Oca, ACBM
dos Santos, MAG
Santana, CC
Correia, CRD
Institución
Resumen
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. 70 3 1050 1053