Approaches to the Total Synthesis of Adrenal Steroids. XI. Dehydrocorticosterone and Cortisone

GI Poos, RM Lukes, GE Arth…

Index: Poos et al. Journal of the American Chemical Society, 1954 , vol. 76, p. 5031,5033

Full Text: HTML

Citation Number: 10

Abstract

The final steps of the present total synthesis of cortisone involving the conversion of the 3- dioxolane of dl-ll-ketoprogesterone (I) to cortisone acetate are described. The resulting optically active steroid is converted to the 3-dioxolane of dehydrocorticosterone acetate (IV) by successive iodination at and treatment with potassium acetate. Introduction of the C17- hydroxyl group is then carried out using the cyanohydrin procedure and the product is ...