Solid Phase Synthesis of 4-Hydroxycinnamic Acid and its Derivatives for Potential Use in Combinatorial Chemistry A Novel Route for the Synthesis of 4-Hydroxycinnamoyl Coenzyme A and NMDA Receptor Antagonists

Title: Solid Phase Synthesis of 4-Hydroxycinnamic Acid and its Derivatives for Potential Use in Combinatorial Chemistry A Novel Route for the Synthesis of 4-Hydroxycinnamoyl Coenzyme A and NMDA Receptor Antagonists

VOLUME: 4 ISSUE: 1

Author(s):Benjamin G. McIntyre, Fernando Martinez Bermejo, Sanjay K. Srivastava, Stephen M. Husbands, John W. Lewis, John Crosby and Thomas J. Simpson

Affiliation:Organic and BiologicalSection, School of Chemistry, Cantocks Close, University of Bristol,Bristol, BS8 1TS, England

Keywords:Solid Phase Synthesis, combinatorial chemistry, NMDA receptor, chalcone synthase, merrified resin, Knoevenagel reaction

Abstract: Synthesis of 4-hydroxycinnamic acid 6 and its N-hydroxysuccinimide ester 8 has been carried out in high yield on solid support. Further development allowed the synthesis of 4-hydroxycinnamoyl CoA 1 in excellent overall yield. The utility of solid phase as a method for the synthesis of 4-hydroxycinnamic acid derivatives was demonstrated by the synthesis of a number of compounds including the NMDA receptor antagonists, N-(phenylalkyl)cinnamides 9 and 10.

Cite this article as:

Benjamin G. McIntyre, Fernando Martinez Bermejo, Sanjay K. Srivastava, Stephen M. Husbands, John W. Lewis, John Crosby and Thomas J. Simpson, “ Solid Phase Synthesis of 4-Hydroxycinnamic Acid and its Derivatives for Potential Use in Combinatorial Chemistry A Novel Route for the Synthesis of 4-Hydroxycinnamoyl Coenzyme A and NMDA Receptor Antagonists”, Combinatorial Chemistry & High Throughput Screening (2001) 4: 111. https://doi.org/10.2174/1386207013331336

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