Croatica Chemica Acta, Vol. 78 No. 2, 2005.
Original scientific paper
GC-MS Characterization of Acetylated O-glucofuranosides: Direct Glucosylation of Volatile Alcohols from Unprotected Glucose
Igor Jerković
Josip Mastelić
Ivica Blažević
Marija Šindler-Kulyk
Dražen Vikić-Topić
Abstract
O-Glucosylation of 1-pentanol, 1-octanol, 2-phenylethanol, benzyl alcohol, (±)-2-pentanol and (±)-menthol in 1,4-dioxane, using anhydrous FeCl3, afforded anomeric mixture of the corresponding
glucofuranosides as major and glucopyranosides as minor products in overall yields 20–52 %. Practical advantages of GC-MS for characterizing the prepared acetylated glucofuranosides are in the focus of this paper. Glucofuranoside tetraacetate spectra contain characteristic signals of glucone (acetylated glucose) along with fragments of the aglucone moiety. The mass range was 50–600 mass units and acetyl ion was not present in the spectra, which is of interest
for differentiating glucofuranoside and glucopyranoside tetraacetates.
Keywords
direct glucosylation using FeCl3; glucofuranosides and glucopyranosides; GC-MS spectra of glucofuranoside tetraacetates
Hrčak ID:
27
URI
Publication date:
15.6.2005.
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