Synthesis and Transformation of Thiazolomorphinanedienes

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

Journal Name: Letters in Organic Chemistry

Volume 4 , Issue 8 , 2007

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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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Article Details

VOLUME: 4
ISSUE: 8
Year: 2007
Page: [539 - 543]
Pages: 5
DOI: 10.2174/157017807782795538
Price: $58

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