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RESEARCH PRODUCT
Synthesis and stereochemical studies of 1- and 2-phenyl-substituted 1,3-oxazino[4,3-a]isoquinoline derivatives
Ferenc FülöpLászló LázárAndreas KochErich KleinpeterMatthias HeydenreichIstván SzatmáriIstván SzatmáriReijo Sillanpääsubject
DiffractionQuantum chemicalchemistry.chemical_classificationStereochemistryChemistryOrganic ChemistryDiastereomerOxazinesNuclear magnetic resonance spectroscopyBiochemistrychemistry.chemical_compoundComputational chemistryDrug DiscoveryIsoquinolinedescription
Abstract Starting from the 1′- or 2′-phenyl-substituted 1-(2′-hydroxyethyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline diastereomers 3 and 6 , 4-unsubstituted and 4-(p-nitrophenyl)- and 4-oxo-substituted 1-phenyl- and 2-phenyl-9,10-dimethoxy-2H,4H-1,6,7,11b-tetrahydro-1,3-oxazino[4,3-a]isoquinolines ( 7–12 ) were prepared. The relative configurations and the predominant conformations of the products were determined by NMR spectroscopy, by quantum chemical calculations and, for (2R∗,4S∗,11bR∗)-9,10-dimethoxy-4-(p-nitrophenyl)-2-phenyl-2H,4H-1,6,7,11b-tetrahydro-1,3-oxazino[4,3-a]isoquinoline ( 11 ), by X-ray diffraction.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2003-03-01 | Tetrahedron |