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- W1965867911 abstract "Syntheses of the potential enzyme-inducers thiocellobiose (7) and thiosophorose (11) are described. The intermediates methyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethylsulfonyl-α-d-galactopyranoside and 1,3,4,6-tetra-O-acetyl-2-O-trifluoromethylsulfonyl-β-d-mannopyranose were obtained in good yield from methyl α-d-galactopyranoside or 1,3,4,6-tetra-O-acetyl-β-d-mannopyranose. The stereoselective reaction of the triflates with the sodium salt of 2,3,4,6-tetra-O-acetyl-1-thio-β-d-glucopyranose was performed under phase-transfer conditions. Transesterification of methyl 2,3,6-tri-O-benzoyl-4-S-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl)-4-thio-β-d-glucopyranoside (after selective acetolysis) and 1,3,4,6-tetra-O-acetyl-2-S-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl)-2-thio-β-d-glucopyranose afforded 7 and 11." @default.
- W1965867911 created "2016-06-24" @default.
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- W1965867911 date "1984-06-01" @default.
- W1965867911 modified "2023-09-24" @default.
- W1965867911 title "Phase-transfer catalysed synthesis of 4-S-β-d-glucopyranosyl-4-thio-d-glucopyranose (thiocellobiose) and 2-S-β-d-glucopyranosyl-2-thio-d-glucopyranose (thiosophorose)" @default.
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- W1965867911 doi "https://doi.org/10.1016/0008-6215(84)85336-7" @default.
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