Preparation of thaliporphine and lirioferine from glaucine by treatment with hydrogen bromide
Journal
Journal of the Chinese Chemical Society
Journal Volume
47
Journal Issue
6
Pages
1227-1230
Date Issued
2000
Author(s)
Rao N.S.K.
Abstract
Glaucine (2), an aporphine alkaloid, when treated with HBr gas in dichloromethane for five days at room temperature afforded thaliporphine (1), a potent cardiotonic agent, lirioferine (7), N-methyllaurotetanine (8) and bracteoline (9), in 20%, 10%, 4% and 7% yields, respectively. The same products were obtained in the yields of 26% (1), 15% (7), 10% (8) and 12% (9) when glaucine was refluxed with acetic acid saturated with HBr gas for one hour. This study provides an alternative method to prepare thaliporphine and is the first semisynthesis for lirioferine.
SDGs
Type
journal article