title: Synthesis of a novel conformationally restricted Val-Phe dipeptidomimetic.
abstract: A method for the synthesis of (3(R,S),6S,11b(R,S))-1,3,4,6,7,11b-hexahydro-4-oxo-3-phthalimidopyrido[2,1-a]isoquinoline-6-carboxylic acid 2 as a new conformationally restricted dipeptidomimetic of Val-Phe is reported. It involved cyclisation via an intramolecular electrophilic addition at the reactive bridgehead carbon. This new scaffold can be used as a building block in the preparation of libraries of peptidomimetics.
authors.affiliation: Institut de Chimie Pharmaceutique Albert Lespagnol, EA 2692, Université de Lille 2, BP 83, 59006 Lille, France.
authors.forename: Pauline
authors.initials: P
authors.lastname: Gilleron
authors.forename: Régis
authors.initials: R
authors.lastname: Millet
authors.forename: Juozas
authors.initials: J
authors.lastname: Domarkas
authors.forename: Amaury
authors.initials: A
authors.lastname: Farce
authors.forename: Raymond
authors.initials: R
authors.lastname: Houssin
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Hénichart
mesh_terms: D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D018716:Molecular Mimicry; D019906:Nuclear Magnetic Resonance, Biomolecular; D010649:Phenylalanine / Q000737:chemistry*; D011487:Protein Conformation; D014633:Valine / Q000737:chemistry*
chemical_list: D004151:Dipeptides; D010649:Phenylalanine; D014633:Valine