[Synthesis, absolute configuration and mass spectroscopic fragmentation of the circulation analeptic cafedrine (author's transl)].
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.
D001775:Blood Circulation / Q000187:drug effects*; D055598:Chemical Phenomena; D002621:Chemistry; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010665:Phenylpropanolamine / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis; D013237:Stereoisomerism; D013806:Theophylline / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis
C002749:cafedrine; D010665:Phenylpropanolamine; D013806:Theophylline
Synthese, absolute Konfiguration und massenspektroskopische Fragmentierung des kreislaufanaleptisch wirksamen Cafedrin.