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Synthesis of 5-Thio-D- Galactopyranose
Authors:Yuancheng Wang  Yuguo Du
Affiliation:1. State Key Laboratory of Environmental Chemistry and Ecotoxicology , Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences , Beijing , China;2. School of Chemistry and Chemical Engineering , University of Chinese Academy of Sciences , Beijing , China
Abstract:5-Thio-D-galactopyranose has been synthesized from diacetone galactofuranose in nine steps and 13.4% overall yield. The key step involved a successful conversion of furanosyl 5,6-epoxide with an L-altrose configuration into the corresponding 5,6-thiirane D-galactose derivative, which was hydrolyzed to the target compound.
Keywords:5-Thio-D-galactopyranose  Glycosidase inhibitors  Thiirane  Galactofuranose  Thiosugars
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