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A diversity-oriented synthesis of 3-(2-amino-1,6-dihydro-6-oxo-pyrimidin-5-yl)propanoic esters

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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.

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Authors and Affiliations

  1. Grup d’Enginyeria Molecular, Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta 390, 08017, Barcelona, Spain

    Xavier Berzosa, Sofia Pettersson, Jordi Teixidó & José I. Borrell

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  1. Xavier Berzosa
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  2. Sofia Pettersson
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  3. Jordi Teixidó
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  4. José I. Borrell
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Correspondence to José I. Borrell.

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Berzosa, X., Pettersson, S., Teixidó, J. et al. A diversity-oriented synthesis of 3-(2-amino-1,6-dihydro-6-oxo-pyrimidin-5-yl)propanoic esters. Mol Divers 15, 595–601 (2011). https://doi.org/10.1007/s11030-010-9287-9

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  • DOI: https://doi.org/10.1007/s11030-010-9287-9

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