A Simple and High-Yield Route to N-9-purinyl-acetic Acid Derivatives Coupled with Amino Acids

Marie-Emmanuelle      Million; Sylvie      Radix; Sebastien      Marrot; Magali      Imbert; Joelle      Paris

doi:10.2174/157017808785740408

Abstract

A facile route to synthesize amide type N-9-purinyl-acetic acid derivatives both in guanine and hypoxanthine series is described. The regioselective alkylation of the 6-chloro-purine derivatives followed by their conversion into guanine or hypoxanthine nucleus in mild acidic conditions, are the key steps that allow the efficient preparation of compounds with an acetic function coupled with various amino acids.

Keywords: Purinyl-acetic acid derivatives, peptide coupling, hypoxanthine, guanine

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Letters in Organic Chemistry

Title: A Simple and High-Yield Route to N-9-purinyl-acetic Acid Derivatives Coupled with Amino Acids

Volume: 5 Issue: 6

Author(s): Marie-Emmanuelle Million, Sylvie Radix, Sebastien Marrot, Magali Imbert and Joelle Paris

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Keywords: Purinyl-acetic acid derivatives, peptide coupling, hypoxanthine, guanine

Abstract: A facile route to synthesize amide type N-9-purinyl-acetic acid derivatives both in guanine and hypoxanthine series is described. The regioselective alkylation of the 6-chloro-purine derivatives followed by their conversion into guanine or hypoxanthine nucleus in mild acidic conditions, are the key steps that allow the efficient preparation of compounds with an acetic function coupled with various amino acids.

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Million Marie-Emmanuelle, Radix Sylvie, Marrot Sebastien, Imbert Magali and Paris Joelle, A Simple and High-Yield Route to N-9-purinyl-acetic Acid Derivatives Coupled with Amino Acids, Letters in Organic Chemistry 2008; 5 (6) . https://dx.doi.org/10.2174/157017808785740408