Method for the preparation of esters of anhydroecgonine

C - Chemistry – Metallurgy – 07 – D

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C07D 451/02 (2006.01)

Patent

CA 2215664

A process for the preparation of esters of anhydroecgonine having the formula (see formula I) any of its enantiomers or any mixture thereof, or a salt thereof, wherein R is alkyl, or optionally substituted aryl, or arylalkyl; comprising the step of reacting a compound of formula (see formula II) any of its enantiomers or any mixture thereof, or a salt thereof, wherein R1 is hydrogen, alkyl-CO-, or optionally substituted aryl-CO-, or arylalkyl-CO-; with an alcoholate RO-, M+ wherein R is as defined above and M+ is a counter ion, followed by isolation of the resulting compound either as the base or, if desired, in the form of a salt thereof.

La présente invention décrit une méthode de préparation d'esters d'anhydroecgonine de formule (I), n'importe lequel de ses énantiomères ou tout mélange de ceux-ci, ou un de leurs sels, dans laquelle R représente alkyle, ou aryle substitué facultativement ou arylalkyle. Cette méthode consiste à faire réagir un composé de formule (II), n'importe lequel de ses énantiomères ou tout mélange de ceux-ci, ou un de leurs sels, dans lequel R1 représente hydrogène, alkyle-CO-, ou aryle-CO- substitué facultativement ou arylalkyle-CO-, avec un alcoolat RO-, M+ dans lequel R est défini comme précédemment et M+ représente un contre-ion, cette étape étant suivie de l'isolation du composé résultant soit comme base ou, si souhaitable, sous forme d'un de ses sels.

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