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

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

Journal Name: Combinatorial Chemistry & High Throughput Screening
Accelerated Technologies for Biotechnology, Bioassays, Medicinal Chemistry and Natural Products Research

Volume 4 , Issue 1 , 2001

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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.

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

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Article Details

Year: 2001
Page: [111 - 114]
Pages: 4
DOI: 10.2174/1386207013331336

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