title: Authentic standards for the reductive-cleavage method. The positional isomers of partially methylated and acetylated or benzoylated 1,5-anhydro-D-galactitol.
abstract: Described herein is an efficient method for the synthesis of the sixteen positional isomers of methylated and acetylated or benzoylated 1,5-anhydro-D-galactitol. The compounds are generated simultaneously by partial methylation of 1,5-anhydro-D-galactitol and subsequent benzoylation, and the individual isomers are obtained in pure form by high-performance liquid chromatography. Debenzoylation and acetylation yielded the desired acetates. Reported herein are the 1H NMR spectra of the benzoates and the electron-ionization mass spectra of the acetates and the tetra-O-methyl derivative. Also reported for the acetates and the tetra-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.
authors.forename: L E
authors.initials: LE
authors.lastname: Elvebak
authors.forename: C
authors.initials: C
authors.lastname: Abbott
authors.forename: S
authors.initials: S
authors.lastname: Wall
authors.forename: G R
authors.initials: GR
authors.lastname: Gray
mesh_terms: D000107:Acetylation; D002849:Chromatography, Gas; D002851:Chromatography, High Pressure Liquid; D004376:Galactitol / Q000138:chemical synthesis* / Q000737:chemistry; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008745:Methylation
chemical_list: D004376:Galactitol