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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Synthesis and Transformation of Thiazolomorphinanedienes

Author(s): Miklos Toth, Zsuzsanna Gyulai, Sandor Berenyi and Attila Sipos

Volume 4, Issue 8, 2007

Page: [539 - 543] Pages: 5

DOI: 10.2174/157017807782795538

Price: $65

Abstract

We here present a simple and efficient method for the preparation of 2-substituted-thiazolomorphinanedienes 3-5. A protocol is also presented for yielding 3-demethoxy-14β-hydroxy derivatives of the thiazolomorphianedienes. The amino-, methyl- and phenyl-substituents connected in these compounds in a less rigid way to the “spacer” which offers the opportunity to test the effect of this sterically more flexible structure on the activity to opioid receptor subtypes.

Keywords: Hantzsch-type thiazole synthesis, morphinanediene, O-demethylation, introduction of 14-hydroxyl-motif


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