Alkylated sugar amino acids: a new entry toward highly functionalized dipeptide isosters.

Authors :: Raunkjaer M
El Oualid F
van der Marel GA
Overkleeft HS
Overhand M
Source :: Organic letters [Org Lett] 2004 Sep 02; Vol. 6 (18), pp. 3167-70.
Publication Year :: 2004
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.

Subjects :: Catalysis
Cyclization
Dipeptides chemistry
Indicators and Reagents
Molecular Structure
Peptides, Cyclic chemistry
Stereoisomerism
Amino Acids chemistry
Dipeptides chemical synthesis
Peptides, Cyclic chemical synthesis
Sugar Acids chemistry

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