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

Authors: McIntyre B.G.; Bermejo F.M.; Srivastava S.K.; Husbands S.M.; Lewis J.W.; Crosby J.; Simpson T.J.

Source: Combinatorial Chemistry & High Throughput Screening, Volume 4, Number 1, February 2001 , pp. 111-114(4)

Publisher: Bentham Science Publishers

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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

Language: English

Document Type: Review article

DOI: 10.2174/1386207013331336

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