title: A convenient synthesis of 5beta-cholestan-26-oic and 5beta-cholestan-26,27-dioic acids.
abstract: A new method for the preparation of 5beta-cholestan-26-oic acids 7 and their analogs is described. The key steps in the synthesis are: iodination of bis- and tris-formyloxy-5beta-cholan-24-ols 3; nucleophilic substitution of iodides 4 with diethyl sodiomalonate; complete alkaline hydrolysis of esters 5; and subsequent decarboxylation of geminal diacids 6 in DMSO.
authors.affiliation: Latvian Institute of Organic Synthesis, Aizkraukles iela 21, Riga, Latvia.
authors.forename: I
authors.initials: I
authors.lastname: Starchenkov
authors.forename: P
authors.initials: P
authors.lastname: Trapencieris
authors.forename: V
authors.initials: V
authors.lastname: Kauss
authors.forename: G
authors.initials: G
authors.lastname: Jas
authors.forename: I
authors.initials: I
authors.lastname: Kalvinsh
mesh_terms: D002777:Cholestanols / Q000138:chemical synthesis*
chemical_list: C406714:3,7,12-trihydroxy-25-carboxycholestan-26-oic acid; C406715:3,7,12-trihydroxycholestan-26,27-dioic acid; C000986:3,7-dihydroxycholestan-26-oic acid; D002777:Cholestanols; C022069:3,7,12-trihydroxycholestan-26-oic acid