Selective oxidation of triterpenes employing tempo

Details Selective oxidation of triterpenes employing tempo Selective oxidation of triterpenes employing tempo

C - Chemistry, Metallurgy

07

J

C07J 63/00 (2006.01)

Patent

CA 2603124

The present invention provides a process of preparing betulin-28-aldehyde from betulin. The process includes contacting betulin with a compound of formula (I), e.g., TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl) for a period of time effective to provide betulin-28-aldehyde. The present invention also provides a process of preparing betulinic acid. The process includes contacting betulin with a composition that includes: sodium hypochlorite (NaOCl); sodium chlorite (NaClO2), potassium chlorite (KClO2), or a combination thereof; and a compound of formula (I), e.g., TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl); for a period of time effective to provide betulinic acid.

La présente invention propose un procédé de préparation de bétulin-28-aldéhyde à partir de bétuline. Le procédé comprend la mise en contact de la bétuline avec un composé de formule (I), par exemple du TEMPO (2,2,6,6-tétraméthylpipéridine 1-oxyle), pendant une période suffisante pour obtenir du bétuline-28-aldéhyde. La présente invention propose également un procédé de préparation d'acide bétulinique. Le procédé comprend la mise en contact de la bétuline avec une composition qui inclut de l'hypochlorite de sodium (NaOCl), du chlorite de sodium (NaClO2) du chlorite de potassium (KClO2), ou une combinaison de ceux-ci, et un composé de formule (I), par exemple le TEMPO (2,2,6,6-tétraméthylpipéridine 1-oxyle), pendant une période suffisante pour obtenir de l'acide bétulinique.

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