Progesterone hydrogenation

A recent compound in this class, asoprinosil (29-9), is a more selective antagonist of progesterone and also shows reduced binding to glucocorticoid receptors. Treatment of the diene (29-1), a total-synthesis product-derived 19-nor gonane, with hydrogen peroxide results in selective reaction at the 5,10 double bond to... 

The synthesis of ( )-D-homotestosterone and ( )-progesterone has been accomplished via a now classical procedure involving the use of an isoxazole as an annelating agent (67JA5464). The enolate (424), prepared from 10-methyl-A1,9-octalin-2,5-dione, was alkylated by the 4-chloromethylisoxazole (425). The octalindione (426) was treated sequentially with one equivalent of sodium borohydride, hydrogenated, hydrogenolyzed and refluxed with sodium methoxide and then with sodium hydroxide to afford the crystalline enone (427). 

Progesterone, a hormone, is made up of 80.2% carbon, 10.18% oxygen, and 9.62% hydrogen. Determine the empirical formula of progesterone. 

Hydrate and dehydrate Hydrogenation progesterone. Hydration is the addition of water in a chemical reaction and dehydration is the taking away of water from a substance. The addition of hydrogen gas to a double-bonded unsaturated carbon = carbon bond, making the compound saturated and containing only single C—C bonds. 

Fig. 1.12 Interactions of the 3-keto steroid progesterone with PR. Gln-725 from helix-3 forms a hydrogen bond with the 3-keto group of the ligand. In ER, the corresponding resi-...

---