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

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: http://dx.doi.org/10.2174/1386207013331336

Publication date: 2001-02-01

• Combinatorial Chemistry & High Throughput Screening publishes full length original research articles and reviews describing various topics in combinatorial chemistry (e.g. small molecules, peptide, nucleic acid or phage display libraries) and/or high throughput screening (e.g. developmental, practical or theoretical). Ancillary subjects of key importance, such as robotics and informatics, will also be covered by the journal. In these respective subject areas, Combinatorial Chemistry & High Throughput Screening is intended to function as the most comprehensive and up-to-date medium available. The journal should be of value to individuals engaged in the process of drug discoveryand development, in the settings of industry, academia or government.

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