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Formic Acid Catalysed Rearrangement of 5β-Methyldihydrothevinols (=3,6-Dimethoxy-5,17-dimethyl-4,5-epoxy-6,14-ethanomorphinan-7-methanols): Synthesis of New Doubly Bridged Morphinan Derivatives

✍ Scribed by David Rennison; Peter Grundt; Claire Goodyer; John W. Lewis; Stephen M. Husbands


Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
83 KB
Volume
2
Category
Article
ISSN
1612-1872

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In this study, (5a,7a)-4,5-epoxy-3,6-dimethoxy-17-methyl-6,14-ethenomorphinan-7-carboxylic acid hydrazide (5) was synthesized by the condensation of methyl (5a,7a)-4,5-epoxy-3,6-dimethoxy-17methyl-6,14-ethenomorphinan-7-carboxylate (4) with NH 2 NH 2 • H 2 O. The (5a,7a)-4,5-epoxy-3,6-dimethoxy-17-m