title: Authentic standards for the reductive-cleavage method. The positional isomers of partially methylated and acetylated or benzoylated 1,5-anhydroribitol.
abstract: The eight positional isomers of methylated and benzoylated 1,5-anhydroribitol were generated simultaneously from 1,5-anhydroribitol by sequential partial methylation and benzoylation, and the four meso isomers and two enantiomeric pairs of isomers so-formed were isolated in chemically pure form by high-performance liquid chromatography. The corresponding acetates were obtained by debenzoylation of the pure isomers and acetylation. 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. Also reported for the acetates and the tri-O-methyl derivative are their linear temperature-programmed gas-liquid chromatography retention indices on three different capillary columns.
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis 55455-0431, USA.
authors.forename: C M
authors.initials: CM
authors.lastname: El Hilali
authors.forename: T A
authors.initials: TA
authors.lastname: Lamosse
authors.forename: G R
authors.initials: GR
authors.lastname: Gray
mesh_terms: D000107:Acetylation; D002623:Chemistry Techniques, Analytical / Q000592:standards*; D002849:Chromatography, Gas; D002851:Chromatography, High Pressure Liquid; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D010084:Oxidation-Reduction; D012255:Ribitol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D012255:Ribitol