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Design and Synthesis of a Potential Dopamine D‐1 Antagonist
Author(s) -
Revesz Laszlo,
Meigel Harald
Publication year - 1988
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19880710716
Subject(s) - chemistry , intramolecular force , piperidine , antagonist , quinoline , stereochemistry , ring (chemistry) , amine gas treating , receptor , organic chemistry , biochemistry
The diastereoselective synthesis of (±)‐ trans ‐ transoid ‐7‐bromo‐8‐hydroxy‐1‐methyl‐1,2,3,4,4a,5,10,10a‐octahydro‐10‐phenylbenzo[ g ]quinoline ( 8 ) is described, using an intramolecular Diels ‐ Alder reaction and a reductive cyclisation for piperidine ring‐formation as key steps. Compound 8 was prepared as a putative D‐1 receptor antagonist which contains (2,2‐diphenylethyl)amine as a partial structure.
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