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Enantiomere des konfigurationsstabilen C ‐Methylthalidomids
Author(s) -
Blaschke Gottfried,
Graute Wolfgang F.
Publication year - 1987
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198719870716
Subject(s) - enantiomer , chemistry , isoindole , capillary gas chromatography , derivative (finance) , resolution (logic) , stereochemistry , chromatography , gas chromatography , artificial intelligence , computer science , financial economics , economics
Enantiomers of Configurationally Stable C ‐Methylthalidomide The enantiomers of 2‐(3‐methyl‐2,6‐dioxo‐3‐piperidinyl)‐1 H ‐isoindole‐1,3(2 H )‐dione ( 1c ), the configurationally stable C ‐methyl derivative of thalidomide ( 1a ), were synthesized by chromatographic resolution of rac ‐2‐(3‐methyl‐2‐oxo‐3‐piperidinyl)‐1 H ‐isoindole‐1,3(2 H )‐dione ( 1b ) and subsequent oxidation of the enantiomers. The enantiomeric purity of (+)‐ and (‐)‐ 1c was proven by capillary gas chromatography on a chiral stationary phase.