CRYSTAL-STRUCTURE OF 11,18-OXIDOSTEROIDS OBTAINED BY HYPOIODINATION OF CORTISOL ACETONIDE

The photochemical hypoiodination of cortisol acetonide, without neutra lization of the excess of acidity during the work-up of the reaction, led to a mixture of 11 beta,18-oxido-17 alpha,21-dihydroxy-4-pregnen-3 ,20-dione and 11 beta,19-oxido-17 alpha,21-dihydroxy-4-pregnen-3,20-di one. Side chain cleavage of the former compound gave 11 beta, 18-oxido -4-androsten-3,17-dione. The crystal structures of both of these 11 be ta,18-oxidosteroids were determined by X-ray. The ring conformations a re discussed and compared with those of aldosterone. (C) 1998 by Elsev ier Science Inc.