✦ LIBER ✦
Preparation of the (R) and (S) enantiomers of 10-hydroxymethylfuro[3,4-c]-β-carboline-2(10H)one, the first example of a benzodiazepine receptor ligand of the β-carboline family having a stereogenic center
✍ Scribed by Laurent Dubois; Gilbert Dorey; Pierre Potier; Robert H Dodd
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 558 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0957-4166
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✦ Synopsis
The preparation o] both enantiomers o[ ( R,S )-I, a novel, chiral benzodiazepine receptor ligand o[ the ~-carboline [amily, using (R)-and (S)-D-glyceraldehyde as sources o[ chirality, is described. Racemic (R,S)-I was also resolved by chromatographic separation o[ their diastereomeric 5-N-(-)-menthylcarbamates. ( S )-1 had a higher a[[inity [or the benzodiazepine receptor in vitro than ( R)-I, demonstrating [or the tirst time that j3carbolines, like benzodiazepines, can also be recognized stereospeci[ically by this receptor.