Alkylated sugar amino acids: a new entry toward highly functionalized dipeptide isosters |
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Authors: | Raunkjaer Michael El Oualid Farid van der Marel Gijs A Overkleeft Herman S Overhand Mark |
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Institution: | Leiden Institute of Chemistry, Leiden University, Gorlaeus Laboratories, P.O. Box 9502, 2300 RA Leiden, The Netherlands. |
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Abstract: | reaction: see text] Novel highly functionalized dipeptide isosters are synthesized via a diastereoselective alkyl/arylation protocol of a glucose-derived (R)-tert-butanesulfinylimine. One of these novel sugar amino acid derivatives, a D-Ala-Ser/Thr isostere, was applied in a peptide synthesis protocol to afford a cyclic tetramer. |
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