Synthesis and characterization of authentic standards for the analysis of ribofuranose-containing carbohydrates by the reductive-cleavage method

Article abstract of DOI:10.1016/0008-6215(95)00096-C

Described herein is the synthesis of all positional isomers of partially methylated and acetylated or benzoylated 1,4-anhydro-D-ribitol.The benzoates are generated simultaneously from 1,4-anhydro-D-ribitol by sequential partial methylation and benzoylation or sequential partial benzoylation and methylation.The individual isomers are obtained in pure form by high-performance liquid chromatography.Debenzoylation and acetylation provided the corresponding acetates.Reported herein are the 1H NMR spectra of the benzoates and the electron-ionization mass spectra of the acetates and the tri-O-methyl derivative and also for the acetates and the tri-O-methyl derivative, their linear temperature programmed gas-liquid chromatography retention indices on three different capillary columns.Keywords: Reductive-cleavage; D-Ribitol, 1,4-anhydro, partially methylated and acylated