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Diastereoselective reduction of chiral N-tert-butanesulfinimines for the synthesis of (4S,6S)-5,6-dihydro-6-methyl-4H-thieno-[2,3-b] thiopyran-4-amine 7,7-dioxide : An important intermediate for dorzolamide | Abstract

Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

ISSN: 0975-413X

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Abstract

Diastereoselective reduction of chiral N-tert-butanesulfinimines for the synthesis of (4S,6S)-5,6-dihydro-6-methyl-4H-thieno-[2,3-b] thiopyran-4-amine 7,7-dioxide : An important intermediate for dorzolamide

Author(s): Chinnapillai Rajendiran, Periyandi Nagarajan, A. Naidu and P. K. Dubey

A new asymmetric synthesis of (4S,6S)-5,6-dihydro-6-methyl-4H-thieno-[2,3-b]thiopyran-4-amine 7,7-dioxide (9a) and (4S,6S)-5,6-dihydro-6-methyl-4H-thieno-[2,3-b]thiopyran-4-amine (19a), an important intermediate for the preparation of Dorzolamide (1) by diasteroselective reduction of chiral (R)-N-tert-butanesulfinimines (7&17)


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