Studies on the Morphine Alkaloids and Its Related Compounds. XV. Isolations of 8β, 14β-Epoxy-codide and 14-Hydroxy-dihydropseudocodeine from Some Nucleophilic Substitution Reaction Products of Tosylate of 14-Hydroxy-codeine or Its Isomers

抄録

As the results of further investigation on nucleophilic substitution reactions of 14-hydroxy-codeine 6-tosylate (VIII) and its isomers which are performed to examine the effects of 14β-hydroxyl group on these reactions comparing with the known results in 14β-hydrogen-morphine alkaloids, a new epoxide in morphines, 8β, 14β-epoxy-codide (III), which formed probably by internal SN-reaction with neighbouring group participation of the 14β-hydroxyl group to the 8-position in intermediates in the reactions, and a vicinal-cis-diol, 14-hydroxy-dihydropseudocodeine (XIV), were isolated.