Brock University

Other

Mary Ann Endoma-Arias

Tomas Hudlicky

Ales Machara

Lukas Werner

Hannes Leisch

Robert James Carroll

Martina Wernerova

Ivan Snajdr

Ian David Brindle

Brennan Augusta Murphy

The present disclosure relates to methods for the chromatographic separation of two or more sample components using a column while applying a time-pulsed pressure differential to the column and to apparatus for use in the same.

Methods and apparatus for time-pulsed chromatography

The present application relates to methods for the preparation of morphine derivatives. In particular, the present application relates to methods for the preparation of hydromorphone from oripavine and oripavine from thebaine.

Methods for the preparation of hydromorphone

The present invention provides a method for the N-demethylation and N-functionalization of an N-methylated heterocycle such as a morphine alkaloid or tropane alkaloid. The method comprises reacting the heterocycle with an functionalization agent in the presence of a transition metal catalyst in air or in the presence of an oxidant.

Methods for one-pot N-demethylation/N-functionalization of morphine and tropane alkaloids

A high-yielding method for the N-demethylation of oxycodone- and oxymorphone-N-oxides by the reaction of these compounds with cyclodehydration reagents has been performed. This method has been utilized to improve the synthesis of various morphine analogs, such as naltrexone, nalbuphone and naloxone.

Processes and intermediates in the preparation of morphine analogs via N-demethylation of N-oxides using cyclodehydration reagents

The oxazolidine derived from the reaction of oxymorphone with the Burgess reagent, temporarily protected at O-3 and C-6, reacts with Grignard or other suitable metallic or organometallic reagents to directly provide, for example, A/-allyl, A/-methylcyclopropyl and /V-methylcyclobutyl derivatives that are further converted into naltrexone, naloxone, nalbuphone and nalbuphine in excellent yields. These morphine analogs can be prepared from the oxazolidine in a one-pot synthesis.

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Quezon, Philippines

Mary Ann Endoma-Arias