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Synthesis and Diels-Alder reaction of 5β-methyl-β-dihydrothebaine and its 6-demethoxy analogue (chemistry of opium alkaloids, Part XLII)

✍ Scribed by M. de Grauw; E. F. Muller; R. H. Woudenberg; L. Maat


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
497 KB
Volume
115
Category
Article
ISSN
0165-0513

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✍ R. H. Woudenberg; G. J. Meuzelaar; L. Maat 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 730 KB

## Abstract Mesylation of 7‐acetoxyneopine (4), followed by reductive cleavage of the acetyl group gave 6α‐__O__‐mesyl‐7α‐hydroxyneopine (6), in which the hydroxyl group was protected as a methoxymethoxy group. Elimination of the mesyl ester yielded 7‐(methoxymethoxy)‐6‐demethoxythebaine (7). For t