Synthesis of non-glycosidic 4,6′-thioether-linked disaccharides as hydrolytically stable glycomimetics

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Michael addition of 1,2:3,4-di-O-isopropylidene-6-thio-α-d-galactose (2) to 2-propyl 6-O-acetyl-3,4-dideoxy-α-d-glycero-hex-3-enopyranosid-2-ulose (1) afforded, as the major diastereoisomer, 2-propyl 6-O-acetyl-3-deoxy-4-S-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-d-ga lactopyranos-6-yl)-4-thio-α-d-thr...

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Detalles Bibliográficos
Autores principales: Uhrig, M.L., Szilágyi, L., Kövér, K.E., Varela, O.
Formato: JOUR
Materias:
4,6′-Thioether-linked sugars
Michael addition
Sugar enones
Thioether-linked disaccharide analogues
Acid hydrolysis
Diastereoisomer
Disaccharides
Glycomimetics
Acetylation
Addition reactions
Chemical bonds
Chemical stability
Hydrolysis
Synthesis (chemical)
Sugars
2 propyl 3 deoxy 4 s (methyl 6 deoxy alpha dextro glucopyranos 6 yl) 4 thio alpha dextro xylo hexopyranoside
3 deoxy 4 thiohexopyranose
carbonyl derivative
disaccharide
methyl 2,3,4 tri o benzoyl 6 thio alpha dextro glycopyranoside
pyran derivative
pyranoside
unclassified drug
article
chemical modification
deacetylation
hydrolysis
priority journal
stereochemistry
synthesis
Carbohydrate Conformation
Glycosides
Hypoglycemic Agents
Models, Molecular
Sulfides
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00086215_v342_n12-13_p1841_Uhrig
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

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