title: [Glycosylation of 5-Phenyl-1,3,4-oxadiazole-2-thiol with alpha-D-glucopyranosyl chloride under phase transfer conditions].
abstract: 5-Phenyl-1,3,4-oxadiazole-2-thiol is glycosylated easily and in high yields with 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-alpha-D-glucopyranosyl chloride in the presence of catalytic amounts of aliphatic and aromatic crown ethers under phase transfer (solid-organic solvent) conditions. The reaction rate and the ratio of the resulting N- and S-regioisomers depend on the catalyst nature.
authors.forename: V O
authors.initials: VO
authors.lastname: Kur'ianov
authors.forename: S A
authors.initials: SA
authors.lastname: Kotliar
authors.forename: U S
authors.initials: US
authors.lastname: Prisoka
authors.forename: T A
authors.initials: TA
authors.lastname: Chupakhina
authors.forename: V Ia
authors.initials: VIa
authors.lastname: Chirva
mesh_terms: D000117:Acetylglucosamine / Q000031:analogs & derivatives* / Q000737:chemistry; D002384:Catalysis; D006031:Glycosylation; D010069:Oxadiazoles / Q000737:chemistry*
chemical_list: C515413:3,4,6-tri-O-acetyl-2-acetamido-2-deoxyglucopyranosyl chloride; C515412:5-phenyl-1,3,4-oxadiazole-2-thiol; D010069:Oxadiazoles; D000117:Acetylglucosamine