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Synlett 2003(9): 1373-1375
DOI: 10.1055/s-2003-40344
DOI: 10.1055/s-2003-40344
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York
Chemical Synthesis of α-d-Mannosylphosphate Serine Derivatives: A New Class of Synthetic Glycopeptides
Further Information
Received
31 March 2003
Publication Date:
30 June 2003 (online)
Publication History
Publication Date:
30 June 2003 (online)
Abstract
α-d-Mannosylphosphate serine derivatives were conveniently synthesized by reaction of benzyl or cyanoethyl phosphochloroamidites with 2,3,4,6-tetra-O-acetyl-d-mannose to give intermediate α-mannosyl phosphoramidites, which were successfully reacted with properly protected serine derivatives in the presence of 1H-tetrazole to give phosphite triesters which could be oxidized to phosphotriesters using t-BuOOH.
Key words
carbohydrates - glycopeptides - glycosyl phosphates - phosphoglycosylation - phosphochloroamidites
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