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Synthesis of 1-(α- D -glucopyranosyl)-1-deoxy- D -fructose a non-metabolisable analogue of sucrose

1989; Royal Society of Chemistry; Issue: 10 Linguagem: Inglês

10.1039/c39890000642

2050-5639

Marta Carcano, Francesco Nicotra, Luigi Panza, Giovanni Russo,

Glycosylation and Glycoproteins Research

Reaction of the ylide (6), obtained from the known 1′-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)prop-2-ene (2), with 2,3-O-isopropylidene-D-glyceraldehyde, osmylation of the product (7), and deprotection, affords 1-(α-D-glucopyranosyl)-1-deoxy-D-fructose (1), a C-disaccharide structurally related to sucrose.