3688-65-1Relevant academic research and scientific papers
Efficient N-Demethylation of Opiate Alkaloids Using a Modified Nonclassical Polonovski Reaction
McCamley, Kristy,Ripper, Justin A.,Singer, Robert D.,Scammells, Peter J.
, p. 9847 - 9850 (2007/10/03)
A modified Polonovski reaction has been employed to N-demethylate several opiate alkaloids in moderate to high yield. This method provides an alternative to traditional N-demethylation procedures which utilize toxic reagents such as cyanogen bromide or expensive reagents such as vinyl chloroformate. The current synthesis involves N-oxide formation, isolation of the corresponding N-oxide hydrochloride, and an FeS04·7H20 mediated Polonovski reaction to afford the desired secondary amine.
ENZYMATIC TRANSFORMATIONS OF MORPHINANE ALKALOIDS
Vagujfalvi, Dezsoe,Petz-Stifter, Maria
, p. 1533 - 1536 (2007/10/02)
Horseradish peroxidase transforms morphinane alkaloids into N-oxides and morphine to pseudomorphine in the presence of hydrogen peroxide.The crude poppy enzyme fraction shows the same activities.The rates of reactions were influenced by phenolic compounds and their relation controlled by the concentration of hydrogen peroxide and the presence of ascorbic acid. - Key Word Index: Papaver somniferum; Papaveraceae; morphine; codeine; thebaine; morphinane N-oxides; pseudomorphine; peroxidase; poppy enzyme fraction; phenolcarboxylic acids; ascorbic acid.
