Tetrahedron p. 6559 - 6568 (1994)
Update date:2022-07-30
Topics:
Praly, Jean-Pierre
Faure, Rene
Joseph, Benoit
Kiss, Laszlo
Rollin, Patrick
On treatment with N-bromosuccinimide under irradiation in refluxing carbon tetrachloride, 2,3,4,6-tetra-O-acetyl-1-S-(Z)-benzhydroximoyl-1-thio-D-glucopyranose 1 and various analogs yielded new spiro anomeric oxathiazole derivatives in ca. 60percent total yield.After deacetylation, the tested major 1(S) epimers were found good competitive inhibitors of emulsin β-D-glucosidase whereas a 1(R) counterpart had no effect on the enzyme.
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