Abstract
The synthesis of [R-(R*,S*)]-7-[2-[(2-hydroxy-1-methyl-2-phenylethyl)amino]-ethyl]-3,7-dihydro-1 ,2-dimethyl-1H-purine-2,6-dione (Cafedrine) and its stereoisomers is reported. By means of 1H- and 13C-nmr spectroscopy the relative configuration of the two asymmetric centres is ascertained and the absolute configuration is discussed. The EI-mass spectrometric fragmentation of cafedrine has been elucidated.
MeSH terms
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Blood Circulation / drug effects*
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Chemical Phenomena
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Chemistry
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Gas Chromatography-Mass Spectrometry
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Magnetic Resonance Spectroscopy
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Molecular Conformation
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Phenylpropanolamine / analogs & derivatives*
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Phenylpropanolamine / analysis
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Phenylpropanolamine / chemical synthesis
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Stereoisomerism
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Theophylline / analogs & derivatives*
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Theophylline / analysis
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Theophylline / chemical synthesis
Substances
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cafedrine
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Phenylpropanolamine
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Theophylline