TY - JOUR
T1 - Synthesis of Some Glycosylated Derivatives of 2-Deoxy-2-fluoro-β-laminaribiosyl Fluoride: Another Success for Glycosynthases
AU - Scaffidi, Adrian
AU - Stick, Robert
AU - Stubbs, Keith
PY - 2007
Y1 - 2007
N2 - The synthesis of 4,6-di-O-acetyl-2-deoxy-2-fluoro-3-O-(tetra-O-acetyl-beta-D-glucopyranosyl)-beta-D-glucosyl fluoride is described. Upon deacetylation and treatment with alpha-D-glucopyranosyl fluoride in the presence of a glycosynthase, three products, all 2-deoxy-2-fluoro-beta-glycosyl fluorides, could be isolated: a trisaccharide, a tetrasaccharide, and a pentasaccharide. An attempt to convert a trisaccharide glycal into a related difluoride, employing Selectfluor, is also reported.
AB - The synthesis of 4,6-di-O-acetyl-2-deoxy-2-fluoro-3-O-(tetra-O-acetyl-beta-D-glucopyranosyl)-beta-D-glucosyl fluoride is described. Upon deacetylation and treatment with alpha-D-glucopyranosyl fluoride in the presence of a glycosynthase, three products, all 2-deoxy-2-fluoro-beta-glycosyl fluorides, could be isolated: a trisaccharide, a tetrasaccharide, and a pentasaccharide. An attempt to convert a trisaccharide glycal into a related difluoride, employing Selectfluor, is also reported.
U2 - 10.1071/CH06394
DO - 10.1071/CH06394
M3 - Article
VL - 60
SP - 83
EP - 88
JO - Australian Journal of Chemistry:an international journal for chemical science
JF - Australian Journal of Chemistry:an international journal for chemical science
SN - 0004-9425
IS - 1
ER -