Del~(lrtltwru of Olgorlic Chernisrry, Faculty cfSc.ier~c.~, Ut~i\~c~r.si/y r?f'M~rrcia. Mirrcia, Spirit1Reccived October 2 1 , 1982' PEDRO ANTONIO GARC~A RUIZ, INMACULADA CARTAGENA TRAVESEDO, and ANTONIO SOLER MARTINEZ. Can. J. Chem. 62, 870 (1984).Structure determination of the 0-trimethylsilyl, 0-acetyl, and 0-isopropylidene derivatives of some hexosuloses, pentosuloses, and one tetrosulose, as well as their methyl glycosides and 1,l-dimethyl acetals has been achieved by gas chromatography -mass spectrometry.By study based on the qualitative and quantitative differences in the 36 derivatives obtained, and their analogues prepared from tetradeuterio methanol and/or hexadeuterio acetone, and comparison with results reported in the literature, criteria for the unambiguous determination of the structural grouping are proposed. The relative abundance of each compound when the osulose forms more than one isomeric derivative in the same reaction, as well as chromatographic data for the isolated products, are reported.PEDRO ANTONIO GARCIA RUIZ, INMACULADA CARTAGENA TRAVESEDO et ANTONIO SOLER MARTINEZ. Can. J. Chem. 62, 870 (1984).Faisant appel B la chromatographie en phase gazeuse couplee B la spectromktrie de masse, on a determine la structure des derives 0-trimkthylsilyl, 0-acetyl et 0-isopropylidkne des quelques hexosuloses, pentosuloses et d'un tCtrosulose ainsi que de leurs glucosides de methyle et de leurs dimethyl-l ,I acetals.En se basant, d'une part, sur les differences qualitatives et quantitatives observkes dans les 36 derives obtenus et dans leurs analogues preparks B partir du tktradeutkro methanol et/ou de l1hexadeutCro acetone et, d'autre part, sur une comparaison avec les rksultats rapport& dans la litteratwe, on propose des criteres pour la determination non-ambigue des caracteristiques de structure. On rapporte aussi les donnees chromatographiques pour les produits isoles ainsi que les abondances relatives de chaque compose form6 lorsque les osuloses forment plus d'un derive isomkre dans la m&me reaction.[Traduit par le journal] Introduction Although, glc-ms is a powerful tool for the structural elucidation (1) of the sugars, and analyses of some of the volatile derivatives of aldoses (2) and ketoses (3) that have been reported, until now no efficient method for the determination of the volatile derivatives of the osuloses has been published.The present paper describes studies by electron impact mass spectrometry of four types of volatile derivatives of eight osuloses. These were the isopropylidene acetals, trimethylsilyl ethers, and acetate esters of the free sugars, and the isopropylidene acetals of the methyl glycosides.

The structure determination of the dimers of three hexosuloses has been achieved by mass spectrometry of their acetates and trimethylsilyl derivatives. The analysis of the mass spectra and the chemical evidence for the claim that the dimers are 1,2′:2,1′-di-hexosulofuranose dianhydrides have been reported.