Reference

Conversion of 1,2-saturated 3-ketosteroids to 1,2-dehydrosteroids

Conversion of 1,2-saturated 3-ketosteroids to 1,2-dehydrosteroids. Kominek, Leo Alyosius; Wolf, Holly Jo; Evans, Timothy Wendell (Upjohn Co. , USA). Ger. Offen. DE 3322120 A1 2 Feb 1984, 34 pp. (German). (Germany). CODEN: GWXXBX.Some commonly used reagents like 37413-91-5 and 90063-31-3 are used in this experiment. CLASS: IC: C07J007-00; C07J001-00; C07J005-00; C12P033-02. APPLICATION: DE 83-3322120 20 Jun 1983. PRIORITY: US 82-403949 30 Jul 1982; US 82-436552 25 Oct 1982; US 83-475437 15 Mar 1983. DOCUMENT TYPE: Patent CA Section: 16 (Fermentation and Bioindustrial Chemistry) Steroids are desatd. in the 1,2-position with dried cells of Arthrobacter simplex or Bacterium cyclooxidans in the presence of an exogenous electron carrier. Thus, 0.5 g of B. cyclclooxidans ATCC 12673 cells that had been vacuum dried at 45° was added to 50 mL of 50 mM pH 7.5 phosphate buffer. Then 0.25 mL of an EtOH soln. of menadione [58-27-5] (8.6 mg menadione/mL EtOH) was added and a 10% soln. of 6a-methylhydrocortisone (I) [1625-39-4] in DMF was added to a final concn. of 0.5 g/L. After shaking for 4 h at 28°, the transformation of I to 6a-methylprednisolone [83-43-2] was 91%. The presence of a water-immiscible arom. hydrocarbon increased the yield still more. .