Synthesis of 5-thio-L-altrose.
Treatment of 1,2,3-tri-O-acetyl-5,6-anhydro-D-galactofuranose with thiourea gave 1,2,3-tri-O-acetyl-5,6-dideoxy-5,6-epithio-L-altrofuranose, acetolysis of which gave 1,2,3,6-tetra-O-acetyl-5-S-acetyl-5-thio-L-altrofuranose. Deacetylation of the latter gave 5-thio-L-altrose.
Hughes
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Department of Chemistry, University of Newcastle upon Tyne, UK. n.a.hughes@ncl.ac.uk
D002236:Carbohydrate Conformation; D006601:Hexoses / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
C417066:5-thioaltrose; D006601:Hexoses; D009005:Monosaccharides