title: An efficient chemoenzymatic route to methyl 4-O-benzyl-2,3-anhydro-beta-D-lyxopyranoside from methyl beta-D-xylopyranoside.
abstract: Methyl 4-O-benzyl-2,3-anhydro-beta-D-lyxopyranoside, an intermediate for the preparation of methyl beta-D-xylopyranoside derivatives modified at C-2, was obtained in five steps in 58% yield. The synthetic sequence starts from methyl beta-D-xylopyranoside through two main steps involving regioselective enzymatic acetylation and deacetylation catalyzed by lipase PS.
authors.affiliation: Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, SK-845 38, Bratislava, Slovakia.
authors.forename: Mária
authors.initials: M
authors.lastname: Mastihubová
authors.forename: Vladimír
authors.initials: V
authors.lastname: Mastihuba
authors.forename: Peter
authors.initials: P
authors.lastname: Biely
mesh_terms: D002236:Carbohydrate Conformation; D008759:Methylglycosides / Q000737:chemistry*; D015394:Molecular Structure; D010429:Pentoses / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D008759:Methylglycosides; D010429:Pentoses; C489874:methyl 4-O-benzyl-2,3-anhydrolyxopyranoside; C050519:methyl xylopyranoside