Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 11, Pages 4208-4216Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo9003713
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An efficient synthetic strategy toward a hyaluronic acid (HA) tri-, penta-, and heptamer having a glucosamine-reducing end is reported. The synthesis is based on a glucuronate ester thioglycoside and a trifluoro-N-phenylimidate glucosamine building block. The HA-fragments are synthesized using an S-phenyl GlcN-GluA building block through a combination of chemoselective and one-pot condensation strategies.
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