title: Enzymatic resolution of racemic 1,2:5,6-di-O-cyclohexylidene and 1,2:3,4-di-O-cyclohexylidene-myo-inositol.
abstract: Enzyme-catalyzed regio- and enantioselective esterification of racemic 1,2:5,6-di-O-cyclohexylidene- and 1,2:3,4-di-O-cyclohexylidene-myo-inositol, which are key intermediates for syntheses of various naturally occurring myo-inositol phosphate derivatives, proceeded exclusively in organic solvent to give optically pure materials and selectively protected products in gram scale. Hydrolysis of mono-O-acetates of the corresponding racemic materials catalyzed by the same enzymes yielded complementary products. The present study provides a new and efficient method for obtaining optically pure myo-inositol derivatives.
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Ehime University, Matsuyama, Japan.
authors.forename: L
authors.initials: L
authors.lastname: Ling
authors.forename: X
authors.initials: X
authors.lastname: Li
authors.forename: Y
authors.initials: Y
authors.lastname: Watanabe
authors.forename: T
authors.initials: T
authors.lastname: Akiyama
authors.forename: S
authors.initials: S
authors.lastname: Ozaki
mesh_terms: D002850:Chromatography, Gel; D002855:Chromatography, Thin Layer; D004951:Esterification; D006868:Hydrolysis; D007294:Inositol / Q000031:analogs & derivatives* / Q000737:chemistry*; D012997:Solvents; D013237:Stereoisomerism
chemical_list: C089355:1,2-3,4-di-O-cyclohexylidene-myo-inositol; C089354:1,2-5,6-di-O-cyclohexylidene-myo-inositol; D012997:Solvents; D007294:Inositol