- C-3 GLUCOSIDURONATES OF METABOLITES OF ADRENAL STEROIDS
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On treatment with methyl 2,3,4-tri-O-acetyl-1-bromo-1-deoxy-α-D-glucuronate and silver carbonate, tetrahydrocortisone 21-acetate gave the corresponding 3-glucosiduronate triacetyl methyl ester.This product was converted into the 20-semicarbazone which, by treatment with alkali to hydrolyze the ester functions and acid to hydrolyze the semicarbazone moiety, gave tetrahydrocortisone 3-glucosiduronic acid.The acid was converted into the crystalline barium salt and into the methyl ester.An analogous series of reactions was carried out on tetrahydrocortexolone 21-acetate.Treatment of the 20-semicarbazone of tetrahydrocortisone 3-glucosiduronic acid with potassium borohydride reduced the 11-oxo function to an 11β hydroxyl group; acid-catalyzed removal of the semicarbazone group produced tetrahydrocortisol 3-glucosiduronic acid which also was obtained as the barium salt and the methyl ester.
- Mattox, Vernon R.,Goodrich, June E.,Nelson, Albert N.
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- Process for the production of 3-hydroxy-2-imino-(2H)-pyridinesulphonic acid monohydrate
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A process for the production of 3-hydroxy-2-imino-1(2H)-pyridinesulphonic acid comprising oxidation of furfurol and reaction of the oxidation product with sulphamic acid is disclosed which is carried out in the presence of an oxyacid of tri- or pentavalent phosphorus.
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