title: A practical synthesis of betulonic acid using selective oxidation of betulin on aluminium solid support.
abstract: The room temperature oxidation of betulin by Cr(VI) compounds in aqueous acetone on solid supports such as alumina, zeolites and silica gel has been studied. The oxidation on alumina support leaded to a single product--betulonic acid--in quantitative yield. One hundred percent selective oxidation during 30 min of betulin up to betulonic aldehyde was determined when silica gel support was used. The oxidation of betulin using zeolites as a support gives a mixture of betulonic acid and aldehyde in a 2:1 ratio. It is proposed the selective oxidation up to betulonic acid is due to the influence of Al³⁺-ions.
authors.affiliation: Department of Pharmaceutical Chemistry, Nizhny Novgorod State Medical Academy, Minin Sq. 10/1, Nizhny Novgorod 603-000, Russia. melnikovaNB@gmail.com
authors.forename: Nina
authors.initials: N
authors.lastname: Melnikova
authors.forename: Irina
authors.initials: I
authors.lastname: Burlova
authors.forename: Tatiana
authors.initials: T
authors.lastname: Kiseleva
authors.forename: Irina
authors.initials: I
authors.lastname: Klabukova
authors.forename: Marina
authors.initials: M
authors.lastname: Gulenova
authors.forename: Capital A Cyrillicleksey
authors.initials: CA
authors.lastname: Kislitsin
authors.forename: Viktor
authors.initials: V
authors.lastname: Vasin
authors.forename: Boris
authors.initials: B
authors.lastname: Tanaseichuk
mesh_terms: D000535:Aluminum / Q000737:chemistry*; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D010084:Oxidation-Reduction; D060327:Solid-Phase Synthesis Techniques; D014315:Triterpenes / Q000737:chemistry*; D000094062:Betulinic Acid
chemical_list: D000535:Aluminum; D009828:Oleanolic Acid; D014315:Triterpenes; C118308:betulonic acid; D000094062:Betulinic Acid; C002503:betulin