<abstract xmlns="http://www.w3.org/1999/xhtml"><p> A convenient synthetic method for the preparation of novel NSAID twin esters <bold>6a-i </bold>containing amino acid residue, urea and amide moieties has been developed. The synthetic pathway applied for the preparation of target compounds and key intermediates 1-benzotriazolecarboxylic acid chloride (<bold>1</bold>), NSAID benzotriazolides <bold>2a-c </bold>and N-(1-benzotriazolecarbonyl)-amino acids <bold>3a-d </bold>involved benzotriazole as a synthetic auxiliary. The final preparation step of esters <bold>6a-i </bold>included the solvent-free reaction of compounds <bold>2a-c </bold>with amino acid derivatives <bold>5a-g</bold>, bearing two hydroxyl groups, one at each terminal, beside urea and amide functionalities.</p></abstract>

A convenient synthetic method for the preparation of novel NSAID twin esters 6a-i containing amino acid residue, urea and amide moieties has been developed. The synthetic pathway applied for the preparation of target compounds and key intermediates 1-benzotriazolecarboxylic acid chloride (1), NSAID benzotriazolides 2a-c and N-(1-benzotriazolecarbonyl)-amino acids 3a-d involved benzotriazole as a synthetic auxiliary. The final preparation step of esters 6a-i included the solvent-free reaction of compounds 2a-c with amino acid derivatives 5a-g, bearing two hydroxyl groups, one at each terminal, beside urea and amide functionalities.

A convenient synthesis of new NSAID esters containing amino acid, urea and amide moieties

University of Zagreb Faculty of Pharmacy and Biochemistry 10 000 Zagreb, Croatia

Acta Pharmaceutica

A convenient synthetic method for the preparation of novel NSAID twin esters 6a-i containing amino acid residue, urea and amide moieties has been developed....

A convenient synthesis of new NSAID esters containing amino acid, urea and amide moieties

Published Online: Oct 22, 2013

Page range: 409 - 418

DOI: https://doi.org/10.2478/acph-2013-0023

Keywords
NSAID, ester, amino acid, benzotriazole, urea, amide

This content is open access.

A convenient synthesis of new NSAID esters containing amino acid, urea and amide moieties

Published Online: Oct 22, 2013

Page range: 409 - 418

DOI: https://doi.org/10.2478/acph-2013-0023

KeywordsNSAID, ester, amino acid, benzotriazole, urea, amide

This content is open access.

Keywords
NSAID, ester, amino acid, benzotriazole, urea, amide