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

RW Draper, B Hu, AT McPhail, MS Puar, EJ Vater…

Index: Draper, Richard W.; Bin, Hu; McPhail, Andrew T.; Puar, Mohindar S.; Vater, Eugene J.; Weber, Lois Tetrahedron, 1999 , vol. 55, # 11 p. 3355 - 3364

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Citation Number: 15

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.