title: A diversity-oriented synthesis of 3-(2-amino-1,6-dihydro-6-oxo-pyrimidin-5-yl)propanoic esters.
abstract: The synthesis of dimethyl 2-(methoxymethylene) pentanedioates by an unusual Michael addition of 3,3-dimethoxypropionate to α, β-unsaturated esters is described. These new intermediates can subsequently be converted to methyl 3-(2-amino-1,6-dihydro-6-oxo-pyrimidin-5-yl)propanoates upon treatment with guanidine carbonate. The resulting pyrimidine derivatives are open-chain analogues of pyrido[2,3-d]pyrimidines with interesting biological activities.
authors.affiliation: Grup d'Enginyeria Molecular, Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta 390, 08017, Barcelona, Spain.
authors.forename: Xavier
authors.initials: X
authors.lastname: Berzosa
authors.forename: Sofia
authors.initials: S
authors.lastname: Pettersson
authors.forename: Jordi
authors.initials: J
authors.lastname: Teixidó
authors.forename: José I
authors.initials: JI
authors.lastname: Borrell
mesh_terms: D003500:Cyclization; D004952:Esters; D011422:Propionates / Q000138:chemical synthesis / Q000737:chemistry*; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D004952:Esters; D011422:Propionates; D011743:Pyrimidines; C030986:pyrimidine