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Papers by Maria de Fatima Fernandez

Research paper thumbnail of ChemInform Abstract: Synthesis of Phosphonate and Thiophosphonate Esters and Amides from Hydrogen Phosphinates by a Novel One-Pot Activation-Coupling-Oxidation Procedure

ChemInform, Aug 12, 2010

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of CCDC 1042461: Experimental Crystal Structure Determination

An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

Research paper thumbnail of Synthesis of Phosphonate Derivatives and Phosphonate Peptide Analogues

A general method for the preparation o f a wide variety o f phosphonate derivatives, including ph... more A general method for the preparation o f a wide variety o f phosphonate derivatives, including phosphonamides, thiophospbonamides, thiophosphonates, and dithiophosphonates, from reduced phosphorus intermediates has been developed. Esters (or thioesters) o f tf-phosphinates are converted to the highly reactive phosphonochloridites by non-oxidative activation with dichlorotriphenylphosphorane. The phosphonochloridites react readily with alcohols, amines and thiols and after in situ oxidation or sulfurization, phosphonate derivatives can be isolated in moderate to very good yields (47-85%). This method was used to synthesize a thiophosphonate dipeptide, Boc-Val-i/f[P(S)(OBu)0 ]Ala-C>CH3 (15b), two thiophosphonam ide dipeptides, Boc-Val-i/4 P(S)(OrBu)NH]Gly-OCH2CH3 (1 6 b) and Fm oc-A ibi/4P(S)(OBn)NH]Gly-OCH2CH3 (20), and two phosphonate dipeptides, Fmoc-Aibi^[P(0)(0Bn)NH]Gly-0CH2CH3 (1 9 ) and Fmoc-Phe-V'tP(S)(OBn)NH]GlyOCH2CH3 (21). Compounds 15b , 16b and 20 represent the fir...

Research paper thumbnail of Developing Microchemistry Education Kits for Sierra Leone

Research paper thumbnail of Compuestos fenólicos, actividad antioxidante, contenido de resveratrol y componentes del aroma de 8 vinos peruanos

Revista De La Sociedad Quimica Del Peru, Apr 1, 2011

Research paper thumbnail of Compuestos fenólicos, actividad antioxidante, contenido de resveratrol y componentes del aroma de 8 vinos peruanos

Research paper thumbnail of A new approach to phosphonopeptide analogs

American Peptide Symposia, 2002

A new approach to phosphonopeptide analogs Maria de Fatima Fernandez, Joseph C. Kappel and Robert... more A new approach to phosphonopeptide analogs Maria de Fatima Fernandez, Joseph C. Kappel and Robert P. Hammer Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA ... 6. Musiol, H.-J., Grams, F., Rudolph-Böhner, S., Moroder, L., J. Org. ...

Research paper thumbnail of Synthesis of phosphonate analogs of nucleotides with a 2,5-dihydro-1,2-oxaphospholene carbon skeleton

Chemistry of Heterocyclic Compounds, 2013

ABSTRACT Electrophilic halogenation of substituted diethyl [4-(6-amino-9H-purin-9-yl)-3-methylbut... more ABSTRACT Electrophilic halogenation of substituted diethyl [4-(6-amino-9H-purin-9-yl)-3-methylbuta-1,2-dien-1-yl]phosphonates proceeded as a heterocyclization involving the phosphoryl oxygen atom of the phosphonate fragment. The reaction products were 9-[(2-ethoxy-4-halo-5-methyl-2-oxido-2,5-dihydro-1,2-oxaphosphol-5-yl)methyl]-9H-purin-6-amines, a new type of phosphonate analog of nucleotides.

Research paper thumbnail of Synthesis of Phosphonate and Thiophosphonate Esters and Amides from Hydrogen-Phosphinates by a Novel One-Pot Activation-Coupling-Oxidation Procedure

The Journal of Organic Chemistry, 1995

... Maria de Fatima Fernandez, Cornelis P. Vlaar, Hong Fan, Yen-Hsiang Liu, Frank R. Fronczek, an... more ... Maria de Fatima Fernandez, Cornelis P. Vlaar, Hong Fan, Yen-Hsiang Liu, Frank R. Fronczek, and Robert P. Hammer* Department of ... and their derivatives are important analogs of nucleic acids,l peptides,2 lipids: other biologi-cally important phosphates: and as haptens for ...

Research paper thumbnail of ChemInform Abstract: Synthesis of Phosphonate and Thiophosphonate Esters and Amides from Hydrogen Phosphinates by a Novel One-Pot Activation-Coupling-Oxidation Procedure

ChemInform, Aug 12, 2010

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of CCDC 1042461: Experimental Crystal Structure Determination

An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

Research paper thumbnail of Synthesis of Phosphonate Derivatives and Phosphonate Peptide Analogues

A general method for the preparation o f a wide variety o f phosphonate derivatives, including ph... more A general method for the preparation o f a wide variety o f phosphonate derivatives, including phosphonamides, thiophospbonamides, thiophosphonates, and dithiophosphonates, from reduced phosphorus intermediates has been developed. Esters (or thioesters) o f tf-phosphinates are converted to the highly reactive phosphonochloridites by non-oxidative activation with dichlorotriphenylphosphorane. The phosphonochloridites react readily with alcohols, amines and thiols and after in situ oxidation or sulfurization, phosphonate derivatives can be isolated in moderate to very good yields (47-85%). This method was used to synthesize a thiophosphonate dipeptide, Boc-Val-i/f[P(S)(OBu)0 ]Ala-C>CH3 (15b), two thiophosphonam ide dipeptides, Boc-Val-i/4 P(S)(OrBu)NH]Gly-OCH2CH3 (1 6 b) and Fm oc-A ibi/4P(S)(OBn)NH]Gly-OCH2CH3 (20), and two phosphonate dipeptides, Fmoc-Aibi^[P(0)(0Bn)NH]Gly-0CH2CH3 (1 9 ) and Fmoc-Phe-V'tP(S)(OBn)NH]GlyOCH2CH3 (21). Compounds 15b , 16b and 20 represent the fir...

Research paper thumbnail of Developing Microchemistry Education Kits for Sierra Leone

Research paper thumbnail of Compuestos fenólicos, actividad antioxidante, contenido de resveratrol y componentes del aroma de 8 vinos peruanos

Revista De La Sociedad Quimica Del Peru, Apr 1, 2011

Research paper thumbnail of Compuestos fenólicos, actividad antioxidante, contenido de resveratrol y componentes del aroma de 8 vinos peruanos

Research paper thumbnail of A new approach to phosphonopeptide analogs

American Peptide Symposia, 2002

A new approach to phosphonopeptide analogs Maria de Fatima Fernandez, Joseph C. Kappel and Robert... more A new approach to phosphonopeptide analogs Maria de Fatima Fernandez, Joseph C. Kappel and Robert P. Hammer Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA ... 6. Musiol, H.-J., Grams, F., Rudolph-Böhner, S., Moroder, L., J. Org. ...

Research paper thumbnail of Synthesis of phosphonate analogs of nucleotides with a 2,5-dihydro-1,2-oxaphospholene carbon skeleton

Chemistry of Heterocyclic Compounds, 2013

ABSTRACT Electrophilic halogenation of substituted diethyl [4-(6-amino-9H-purin-9-yl)-3-methylbut... more ABSTRACT Electrophilic halogenation of substituted diethyl [4-(6-amino-9H-purin-9-yl)-3-methylbuta-1,2-dien-1-yl]phosphonates proceeded as a heterocyclization involving the phosphoryl oxygen atom of the phosphonate fragment. The reaction products were 9-[(2-ethoxy-4-halo-5-methyl-2-oxido-2,5-dihydro-1,2-oxaphosphol-5-yl)methyl]-9H-purin-6-amines, a new type of phosphonate analog of nucleotides.

Research paper thumbnail of Synthesis of Phosphonate and Thiophosphonate Esters and Amides from Hydrogen-Phosphinates by a Novel One-Pot Activation-Coupling-Oxidation Procedure

The Journal of Organic Chemistry, 1995

... Maria de Fatima Fernandez, Cornelis P. Vlaar, Hong Fan, Yen-Hsiang Liu, Frank R. Fronczek, an... more ... Maria de Fatima Fernandez, Cornelis P. Vlaar, Hong Fan, Yen-Hsiang Liu, Frank R. Fronczek, and Robert P. Hammer* Department of ... and their derivatives are important analogs of nucleic acids,l peptides,2 lipids: other biologi-cally important phosphates: and as haptens for ...