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

Xavier Berzosa; Sofia Pettersson; Jordi Teixidó; José I. Borrell

doi:10.1007/s11030-010-9287-9

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

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

Producció científica: Article en revista indexada › Article › Avaluat per experts

1 Citació (Scopus)

Resum

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.

Idioma original	Anglès
Pàgines (de-a)	595-601
Nombre de pàgines	7
Revista	Molecular Diversity
Volum	15
Número	2
DOIs	https://doi.org/10.1007/s11030-010-9287-9
Estat de la publicació	Publicada - de maig 2011

Accés al document

10.1007/s11030-010-9287-9

Altres arxius i enllaços

Com citar-ho

@article{ab4816abe0c5475495db8bf4eaedebdb,

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.",

keywords = "Methyl 3,3-dimethoxypropionate, Michael addition, Microwave synthesis, Pyrimidin-5-ylpropanoic acids, α,β-Unsaturated ester",

author = "Xavier Berzosa and Sofia Pettersson and Jordi Teixid{\'o} and Borrell, {Jos{\'e} I.}",

note = "Funding Information: Acknowledgment X. Berzosa is grateful for a fellowship from Generalitat de Catalunya (2006–2009, grant 2006FI 00058).",

year = "2011",

month = may,

doi = "10.1007/s11030-010-9287-9",

language = "English",

volume = "15",

pages = "595--601",

journal = "Molecular Diversity",

issn = "1381-1991",

publisher = "Springer Netherlands",

number = "2",

}

TY - JOUR

T1 - A diversity-oriented synthesis of 3-(2-amino-1,6-dihydro-6-oxo-pyrimidin-5- yl)propanoic esters

AU - Berzosa, Xavier

AU - Pettersson, Sofia

AU - Teixidó, Jordi

AU - Borrell, José I.

N1 - Funding Information: Acknowledgment X. Berzosa is grateful for a fellowship from Generalitat de Catalunya (2006–2009, grant 2006FI 00058).

PY - 2011/5

Y1 - 2011/5

N2 - 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.

AB - 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.

KW - Methyl 3,3-dimethoxypropionate

KW - Michael addition

KW - Microwave synthesis

KW - Pyrimidin-5-ylpropanoic acids

KW - α,β-Unsaturated ester

UR - http://www.scopus.com/inward/record.url?scp=80051573512&partnerID=8YFLogxK

UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=pure_univeritat_ramon_llull&SrcAuth=WosAPI&KeyUT=WOS:000290042900028&DestLinkType=FullRecord&DestApp=WOS_CPL

U2 - 10.1007/s11030-010-9287-9

DO - 10.1007/s11030-010-9287-9

M3 - Article

C2 - 21072589

AN - SCOPUS:80051573512

SN - 1381-1991

VL - 15

SP - 595

EP - 601

JO - Molecular Diversity

JF - Molecular Diversity

IS - 2

ER -

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

Resum

Accés al document

Altres arxius i enllaços

Fingerprint

Com citar-ho