Solid-Phase Synthesis of 6-Sulfonylamino Morphinan Libraries
SYNLETT(2002)
Abstract
A solid-phase synthesis of 6-sulfonylamino morphinan has been developed. The morphinan derivatives were designed as selective opioid ligands. The sulfonamide moiety was introduced by reductive amination of a ketone on solid phase, followed by sulfonylation of the resulting amine. Using this methodology, the synthesis of three combinatorial libraries was accomplished to prepare 339 morphinan derivatives with over 70% purity.
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Key words
opioid,morphinan,solid-phase synthesis,ketones,sulfonamides
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