Characterization of Acetylated O-Glucofuranosides: Direct Glucosylation of Volatile Alcohols from Unprotected Glucose (CROSBI ID 113821)
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Jerković, Igor ; Mastelić, Josip ; Blažević, Ivica ; Šindler-Kulyk, Marija ; Vikić-Topić, Dražen
engleski
Characterization of Acetylated O-Glucofuranosides: Direct Glucosylation of Volatile Alcohols from Unprotected Glucose
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 corresponding glucofuranosides as the major and glucopyranosides as the minor products in overall yields 20-52 %. The practical merits of GC-MS to characterize prepared acetylated glucofuranosides are at the focus of this paper. Glucofuranoside tetraacetate spectra contain the characteristic signals of the glucone (acetylated glucose) along with the fragments of the aglucone moiety. Mass range was 50-600 mass units and acetyl ion was not present in the spectra, that is of interest for differentiation of glucofuranoside and glucopyranoside tetraacetates.
direct glucosylation using FeCl3; glucofuranosides and glucopyranosides; GC-MS spectra of glucofuranoside tetraacetates
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