title: A simple synthesis of 11,19-oxidosteroids.
abstract: The photochemical hypoiodination of cortisol acetonide gave a mixture of 18-iodocortisol acetonide and of the 11 beta,19-oxidoderivative. The proportion of the two products was slightly modified by the reaction temperature. Deprotection of the acetonide group of the 11 beta,19-oxidoderivative gave 11 beta,19-oxido-17 alpha,21-dihydroxy-4-pregnen-3,20-dione which led to the formation of 11 beta,19-oxido-4-androsten-3,17-dione upon treatment with sodium bismutate.
authors.affiliation: Laboratoire de biologie hormonale, Hôpital Saint Louis, Paris, France.
authors.forename: A
authors.initials: A
authors.lastname: Boudi
authors.forename: A
authors.initials: A
authors.lastname: Zaparucha
authors.forename: H
authors.initials: H
authors.lastname: Galons
authors.forename: M
authors.initials: M
authors.lastname: Chiadmi
authors.forename: B
authors.initials: B
authors.lastname: Viossat
authors.forename: A
authors.initials: A
authors.lastname: Tomas
authors.forename: J
authors.initials: J
authors.lastname: Fiet
mesh_terms: D000735:Androstenedione / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D002855:Chromatography, Thin Layer; D006854:Hydrocortisone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D015394:Molecular Structure; D010083:Oxidants, Photochemical / Q000737:chemistry*; D013696:Temperature
chemical_list: C095750:11,19-oxido-17,21-dihydroxy-4-pregnen-3,20-dione; C095749:11,19-oxido-4-androsten-3,17-dione; D010083:Oxidants, Photochemical; C095748:cortisol acetonide; D000735:Androstenedione; D007455:Iodine; D006854:Hydrocortisone