Desoxy corticosterone

Examples of natural glucocorticoids include hydrocortisone (cortisol) and corticosterone (Figure 5.112), whilst aldosterone and desoxy-corticosterone (cortexone) (Figure 5.113) typify mineralocorticoids. Desoxycorticosterone has also been found in plants. Some common features of these molecules are the p-CO.CFEOH side-chain at C-17, and frequently an a-hydroxy also at this position. Ring A usually contains a A4-3-keto functionality. The 11 p-hydroxy is essential for glucocorticoid activity. In aldosterone, the principal mineralocorticoid hormone, the methyl... 

Miescher, K., Fischer, W. H., Meystre, C. 6. Uber Steroide. (33. Mitteilung). Uber Glukoside des Desoxy-corticosterons. Helv. Chim. Acta 1942, 25, 40-42. 

Miescher, K. and Meystre, C. (1943) 26. Uber steroide. 34. Mitteilung. Uber sacharide des desoxy-corticosterons II. Helv. Chim. Acta 26 224-233. 

Ehrenstein M. Investigations on steroids. VIII. Lower homo log ues of hormones of the pregnane series 10-nor-11-desoxy corticosterone acetate and 10-norprogesterone. J Org Chem 1944 9 435-456. 

Compound S, Reichstein s, see under 17-Hydroxy-11-desoxy corticosterone Copper,... 

Normally the reaction of thiols with carbonyls, saturated or unsaturated, leads to the formation of dithioacetals when acid catalysts such as zinc chloride or p-toluene-sulphonic acid are present (see section II.A. 1). Occasionally, under special reaction conditions thioenol ethers have been formed using these same catalysts but never in the presence of acid-sensitive substituents. Pyridine hydrochloride as the catalyst has been successfully used to give excellent yields of the thioenol ethers of A -3-ketosteroids even in the presence of sensitive groups . Thus, desoxy-corticosterone acetate (92) was converted to its 3-benzylthioenol ether... 

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