Syntheses related to northebaine. Part II. Derivatives of nororipavine and 8,14-dihydronororipavine
- 1 January 1967
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 434-440
- https://doi.org/10.1039/j39670000434
Abstract
Some N-substituted 8,14-dihydronororipavines have been synthesised by O-methylation of N-acyl or N-alkenyl O(N′N′-diethylcarbamyl)dihydronormorphinones followed by lithium aluminium hydride reduction of the intermediate enol ether-carbamate esters. Some nicotinoyl esters are described. N-Cyclopropylcarbonyl-O(N′N′-diethylcarbamyl)-8,14-dihydronororipavine on treatment with methyl hypobromite followed successively by dehydrobromination, lithium aluminium hydride reduction, and finally mild treatment with acid,gave N-cyclopropylmethylnororipavine.Keywords
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