Process for the preparation of morphine analogs via the reaction of organometallic reagents with an oxazolidine derived from morphinans
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United States of America Patent
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Mar 17, 2015
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app pub date -
Jan 30, 2013
filing date -
Feb 3, 2012
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Abstract
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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