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New Methodology for the N-Demethylation of Opiate Alkaloids

Zemin Dong and Peter J. Scammells*

*Department of Medicinal Chemistry, Victorian College of Pharmacy, Monash University, 381 Royal Parade, Parkville, Victoria 3052, Australia, Email: peter.scammellsmonash.edu

Z. Dong, P. J. Scammels, J. Org. Chem., 2007, 72, 9881-9885.

DOI: 10.1021/jo071171q (free Supporting Information)


Abstract

A catalytic amount of tetrasodium 5,10,15,20-tetra(4-sulfophenyl)porphyrinatoiron(II) effected N-demethylation of N-oxide analogues of opiates to the corresponding N-nor semisynthetic opiate pharmaceuticals in excellent yields. The catalyst was readily removed and recycled.

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Polonovski-Type N-Demethylation of N-Methyl Alkaloids Using Substituted Ferrocene Redox Catalysts

G. B. Kok, P. J. Scammels, Synthesis, 2012, 44, 2587-2594.


Key Words

N-Dealkylation


ID: J42-Y2007-4140