Synthesis of N-[5-alkoxy-2(5H)-furanonyl] amino acid propargyl esters

Synthesis of N-[5-alkoxy-2(5H)-furanonyl] amino acid propargyl esters Using K2CO3 as a base and CH3CN as solvent, different kinds of N-[5-alkoxy-2(5H)-furanonyl] amino acids were reacted with propargyl bromide via substitution reaction at 40 °C to give 16 N-[5-alkoxy-2(5H)-furanonyl] amino acid propargyl esters with the yields of 44–85% (mostly over 74%). The structures of all newly synthesized compounds were elucidated and confirmed by FTIR, UV, 1H NMR, 13C NMR, MS, and elemental analysis. The rapid, efficient, and brief synthesis of the series propargyl esters with multiple bioactive units, will afford not only a basis for the activity test of potential drug molecules, but also an important synthetic strategy for 2(5H)-furanone derivatives with polyfunctional groups. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Synthesis of N-[5-alkoxy-2(5H)-furanonyl] amino acid propargyl esters

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Publisher
Springer Netherlands
Copyright
Copyright © 2011 by Springer Science+Business Media B.V.
Subject
Chemistry; Catalysis; Inorganic Chemistry; Physical Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-011-0429-1
Publisher site
See Article on Publisher Site

Abstract

Using K2CO3 as a base and CH3CN as solvent, different kinds of N-[5-alkoxy-2(5H)-furanonyl] amino acids were reacted with propargyl bromide via substitution reaction at 40 °C to give 16 N-[5-alkoxy-2(5H)-furanonyl] amino acid propargyl esters with the yields of 44–85% (mostly over 74%). The structures of all newly synthesized compounds were elucidated and confirmed by FTIR, UV, 1H NMR, 13C NMR, MS, and elemental analysis. The rapid, efficient, and brief synthesis of the series propargyl esters with multiple bioactive units, will afford not only a basis for the activity test of potential drug molecules, but also an important synthetic strategy for 2(5H)-furanone derivatives with polyfunctional groups.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Nov 16, 2011

References

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