Lois Weber

17-Esters and 17, 21-diesters of 9α, 11β-dichlorocorticoids. Synthesis and anti-inflammatory activity

Abstract The syntheses of some 17,21-diesters of dichlorisone (9α, 11β-dichloro-17α, 21-dihydroxy-1,4-pregnadiene-3, 20-dione), 16α-methyldichlorisone and 16β-methyldichlorisone and some 17-monoesters of 16α-methyldichlorisone are reported. Anti-inflammatory activity, as measured by a granuloma pouch technique, reached a maximum for the 17-butyrate and 17-valerate of 16α-methyldichlorisone and for the 17, 21-dipropionate and 17, 21-dibutyrate of 16α-methyldichlorisone.

Unusual hydroxy-γ-sultone byproducts of steroid 21-methanesulfonylation. An efficient synthesis of mometasone 17-furoate (Sch 32088)

Abstract An efficient two stage synthesis of the steroid anti-inflammatory agent mometasone 17-furoate (Sch 32088) 4 from 17α,21-dihydroxy-16α-methyl-9β,11β-oxidopregna-1,4-diene-3,20-dione 6 is described and the structures of unusual δ-hydroxy-γ-sultone byproducts of 4-dimethylamino-pyridine catalyzed methanesulfonylation of 21-hydroxy-20-ketosteroids are deduced.