Literature DB >> 1052538

A facile synthesis of 5-(perfluoroalkyl)-pyrimidines.

D Cech, R Wohlfeil, G Etzold.   

Abstract

In the paper a synthetic two stage procedure is described for the preparation of perfluoroalkylated derivatives of uracil and its nucleosides. Using copper bronze a perfluoroalkyl-copper-complex is formed from perfluoralkyl iodides in polar aprotic solvents, such as DMSO, and under inert conditions. The reaction of this complex with uracil, uridine and 2-deoxyuridine leads to the corresponding 5-substituted perfluoralkyl derivatives. It is shown by mass spectra that the substitution always takes place at the 5-position of the pyrimidine. The chemical and physical properties of the formed compounds are described.

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Year:  1975        PMID: 1052538      PMCID: PMC343583          DOI: 10.1093/nar/2.11.2183

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN: 0305-1048            Impact factor:   16.971


  3 in total

1.  FLUORINATED PYRIMIDINES. XXV. THE INHIBITION OF THYMIDYLATE SYNTHETASE FROM EHRLICH ASCITES CARCINOMA CELLS BY PYRIMIDINE ANALOGS.

Authors:  P REYES; C HEIDELBERGER
Journal:  Biochim Biophys Acta       Date:  1965-05-11

2.  Use of sulfur tetrafluoride in syntheses of potential anticancer agents.

Authors:  M P MERTES; S E SAHEB
Journal:  J Pharm Sci       Date:  1963-05       Impact factor: 3.534

3.  Prediction of stability in pharmaceutical preparations. XV. Kinetics of hydrolysis of 5-trifluoromethyl-2'-deoxyuridine.

Authors:  H J Nestler; E R Garrett
Journal:  J Pharm Sci       Date:  1968-07       Impact factor: 3.534

  3 in total

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