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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

[ Vol. 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   Pages 111 - 114 ( 4 )

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.

Keywords:

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

Affiliation:

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



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