title: Solid-supported synthesis of a peptide beta-turn mimetic.
abstract: [structure: see text]The solid-supported synthesis of a bicyclic diketopiperazine, a potential peptide beta-turn mimetic, is described. The Ugi reaction between the resin ester of alpha-N-Boc-diaminopropionic acid (an amine input), alpha-bromo acid, aldehyde, and isocyanide is the key step in the proposed protocol.
authors.affiliation: Procter & Gamble Pharmaceuticals, Combinatorial Chemistry Group, Health Care Research Center, Mason, Ohio 45040-8006, USA. golebiowskia@pg.com
authors.forename: A
authors.initials: A
authors.lastname: Golebiowski
authors.forename: S R
authors.initials: SR
authors.lastname: Klopfenstein
authors.forename: X
authors.initials: X
authors.lastname: Shao
authors.forename: J J
authors.initials: JJ
authors.lastname: Chen
authors.forename: A O
authors.initials: AO
authors.lastname: Colson
authors.forename: A L
authors.initials: AL
authors.lastname: Grieb
authors.forename: A F
authors.initials: AF
authors.lastname: Russell
mesh_terms: D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D008958:Models, Molecular; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D010879:Piperazines / Q000737:chemistry; D017433:Protein Structure, Secondary; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D015091:beta-Alanine / Q000031:analogs & derivatives / Q000737:chemistry
chemical_list: D007202:Indicators and Reagents; D010455:Peptides; D010879:Piperazines; D015091:beta-Alanine; C011757:2,3-diaminopropionic acid