title: Synthesis of methyl alpha- and beta-D-xylopyranoside-5-18O.
abstract: Methyl alpha- and beta-D-xylopyranoside-5-18O (5 and 6) were prepared by way of oxygen exchange between 18O-water and the periodate-oxidation product (1) obtained from 1,2-O-isopropylidene-alpha-D-glucofuranose. The isotopic enrichment of 5 and 6 was determined by hydrolysis of each to D-xylose-5-18O (3), conversion of the sugar into 1,2,3,4-tetrakis-O-(tert-butyldimethylsilyl)-beta-D-xylopyranose-5-18O (7), and determination of the 18O content of the latter by use of a quadrupole, mass spectrometer.
mesh_terms: D008401:Gas Chromatography-Mass Spectrometry; D007553:Isotope Labeling; D008722:Methods; D008759:Methylglycosides / Q000138:chemical synthesis*; D010103:Oxygen Isotopes; D014994:Xylose
chemical_list: D008759:Methylglycosides; D010103:Oxygen Isotopes; D014994:Xylose