Novel hydrazino-carbonyl-amino-methylated polystyrene (HCAM) resin methodology for the synthesis of P1-aldehyde protease inhibitor candidates.
[structure: see text] A new strategy for the synthesis of peptidyl and peptidomimetic P1-aldehydes 3 on HCAM solid support is described. The appropriate C-terminal aldehyde precursors were prepared and anchored to a resin support via a semicarbazone linkage (HCAM resin). After synthetic elaboration, acidic hydrolysis efficiently delivered C-terminal target aldehydes 3a-h in good overall yields and in excellent purity.
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Department of Medicinal Chemistry, Corvas International, Inc., San Diego, California 92121, USA.
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D000447:Aldehydes / Q000138:chemical synthesis* / Q000494:pharmacology; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis / Q000494:pharmacology; D011137:Polystyrenes / Q000737:chemistry*; D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology
D000447:Aldehydes; D010455:Peptides; D011137:Polystyrenes; D011480:Protease Inhibitors