Enantiospecific synthesis of...

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C - Chemistry, Metallurgy

07

D

260/323, 260/328

C07D 495/04 (2006.01) C07D 207/08 (2006.01)

Patent

CA 2040604

287/WHN26 18115 TITLE OF THE INVENTION ENANTIOSPECIFIC SYNTHESIS OF S-(+)-5,6-DIHYDRO-4- (R-AMINO)-4H-THIENO[2,3-b]THIOPYRAN-2-SULFONAMIDE- 7,7-DIOXIDE ABSTRACT OF THE INVENTION 5,6-Dihydro-4-(R-amino)-4H-thieno[2,3-b]- thiopyran-2-sulfonamide-7,7-dioxide is a potent carbonic anhydrase inhibitor useful in the treatment of ocular hypertension and glaucoma. The S-(+) enantiomer of that compound, the more active enantiomer, is prepared by a process involving an intermediate step of an enantioselective reduction of a carbonyl group employing an oxazaborolidine chiral catalyst.

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