N-Demethylation is a key step in the preparation of a number of semisynthetic opiate pharmaceuticals. Herein we report a high-yielding, catalytic procedure for the N-demethylation of opiates which has a number of advantages over existing methods. For example, tetrasodium 5,10,15,20-tetra(4-sulfophenyl)porphyrinatoiron(II) (0.3 molar equiv) effected the transformation of codeine methyl ether to the corresponding N-nor analogue in 91 yield. The catalyst was readily removed and recycled.
|Pages (from-to)||9881 - 9885|
|Number of pages||5|
|Journal||The Journal of Organic Chemistry|
|Publication status||Published - 2007|