17073-94-8Relevant articles and documents
A synthetic approach to squalestatin 1
Abdel-Rahman,Adams,Boyes,Kelly,Mansfield,Procoplou,Roberts,Slee,Watson
, p. 1839 - 1841 (2007/10/02)
-
Alternative synthesis and regioselective coupling of 1,6-anhydro-2-azido- and -2-phthalimido-2-deoxy-β-D-galactopyranose
Kloosterman, M.,Hey, H. T. de,Wit, D. de,Boom, J. H. van
, p. 229 - 231 (2007/10/02)
Easily accessible 1,6-anhydro-3,4-isopropylidene-β-D-galactopyranose has been converted in four steps (i.e., oxidation, reduction, triflation and Walden inversion with lithium azide or potassium phthalimide) into 1,6-anhydro-2-azido- or -2-phthalimido-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranose.The 2-azido derivative, obtained after acidolysis of the isopropylidene group, could be coupled regioselectively at the hydroxyl group at C-4 with either 1,3,4,6-tetra-O-acetyl-2-phthalimido-2-deoxy-β-D-glucopyranose or 3,4,6-tri-O-acetyl-2-phthalimido-2-deoxy-α-D-glucopyranosyl bromide in the presence of the soluble catalyst, trimethylsilyl trifluoromethanesulphonate, or the insoluble catalyst, silver silicate.