title: Removal of some common glycosylation by-products during reaction work-up.
abstract: With the aim of improving the general glycosylation protocol to facilitate easy product isolation it was shown that amide by-products from glycosylation with trichloroacetimidate and N-phenyl trifluoroacetimidate donors could be removed during reaction work-up by washing with a basic aqueous solution. Excess glycosyl acceptor or lactol originating from glycosyl donor hydrolysis could equally be removed from the reaction mixture by derivatization with a basic tag and washing with an acidic solution during reaction work-up.
authors.affiliation: Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark.
authors.forename: Mads
authors.initials: M
authors.lastname: Heuckendorff
authors.affiliation: Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark. Electronic address: hhj@chem.au.dk.
authors.forename: Henrik H
authors.initials: HH
authors.lastname: Jensen
mesh_terms: D000081:Acetamides / Q000302:isolation & purification*; D060326:Chemistry Techniques, Synthetic; D062845:Chloroacetates / Q000737:chemistry* / Q000302:isolation & purification; D003959:Diamines / Q000737:chemistry; D006031:Glycosylation; D006868:Hydrolysis; D013865:Thioglycosides / Q000737:chemistry*
chemical_list: D000081:Acetamides; D062845:Chloroacetates; D003959:Diamines; D013865:Thioglycosides; C009528:trichloroacetamide; C012928:3-dimethylaminopropylamine
keywords: Non-chromatographic purification; Tagging; Trichloroacetamide