title: Synthesis of IB-01211, a cyclic peptide containing 2,4-concatenated thia- and oxazoles, via Hantzsch macrocyclization.
abstract: [structure: see text] An efficient and versatile convergent synthesis of IB-01211 based on a combination of peptide and heterocyclic chemistry is described. The key step in the synthesis is macrocyclization through intramolecular Hantzsch formation of the thiazole ring. Dehydration of a free primary alcohol to furnish the exocyclic methylidene present in the natural product was applied during the macrocyclization.
authors.affiliation: Barcelona Science Park Josep Samitier 1-5, E-08028 Barcelona, Spain.
authors.forename: Delia
authors.initials: D
authors.lastname: Hernández
authors.forename: Gemma
authors.initials: G
authors.lastname: Vilar
authors.forename: Estela
authors.initials: E
authors.lastname: Riego
authors.forename: Librada M
authors.initials: LM
authors.lastname: Cañedo
authors.forename: Carmen
authors.initials: C
authors.lastname: Cuevas
authors.forename: Fernando
authors.initials: F
authors.lastname: Albericio
authors.forename: Mercedes
authors.initials: M
authors.lastname: Alvarez
mesh_terms: D003500:Cyclization; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C519121:IB-01211; D010080:Oxazoles; D010456:Peptides, Cyclic