Patent ID: 6737518
Filing Date: 2004-05-18
Classification: A61P,C07H

Abstract:
A process for the synthesis of a protected 4,5-Epoxymorphinan-6-oxyglucuronide of formula [1] or a salt or complex thereof wherein:position 7 and 8 are olefin as shown or dihydro adduct; R1 is acyl; R2 is methyl; R3 is alkyl, arylmethyl, allyl, cyclopropylmethyl, cyclobutylmethyl, hydrogen, acyl, alkoxycarbonyl, aralkoxycarbonyl, haloalkoxycarbonyl, vinyloxycarbonyl or allyloxycarbonyl; R4 is alkyl, arylmethyl, acyl, alkoxycarbonyl, aralkoxycarbonyl, haloalkoxycarbonyl, vinyloxycarbonyl or allyloxycarbonyl; comprising reaction of a Bromoglucuronide of the formula [2]whereinR1 and R2 are as previously defined; with a 4,5-Epoxymorphinan-6-ol of the formula [3] or a salt or complex thereof whereinR3 and R4 are as previously defined; and position 7 and 8 are olefin as shown or dihydro adduct; in the presence of a Zinc bromide under conditions capable of forming said protected 4,5-Epoxymorphinan-6-oxyglucuronide [1] or a salt or complex thereof.