Concise Synthesis of 2-Arylpropanoic Acids and Study of Unprecedented Reduction of 3-Hydroxy-2-arylpropenoic Acid Ethyl Ester to 2-Arylpropenoic Acid Ethyl Ester by BH3⋅THF

Concise Synthesis of 2-Arylpropanoic Acids and Study of Unprecedented Reduction of 3-Hydroxy-2-arylpropenoic Acid Ethyl Ester to 2-Arylpropenoic Acid Ethyl Ester by BH3⋅THF

We have developed a concise method of synthesizing racemic arylpropanoic acids, which have been widely used as nonsteroidal anti‐inflammatory drugs (NSAIDs). The synthesis involves only four steps from commercially available benzaldehyde. The synthesis incorporates an unprecedented reduction reactio...

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Veröffentlicht in:Helvetica chimica acta 2015-09, Vol.98 (9), p.1273-1286
Hauptverfasser: Shahid Islam, M., Ahmad, Syarhabil, Attu, Mary Rose, Foerstering, F. Holger, Mahmun Hossain, M.
Format: Artikel
Sprache:eng
Schlagworte:
Aryl propanoic acids
Dihydroborane intermediate
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Zusammenfassung:We have developed a concise method of synthesizing racemic arylpropanoic acids, which have been widely used as nonsteroidal anti‐inflammatory drugs (NSAIDs). The synthesis involves only four steps from commercially available benzaldehyde. The synthesis incorporates an unprecedented reduction reaction, conversion of 3‐hydroxy‐2‐arylpropenoic acid ethyl ester to 2‐arylpropenoic acid ethyl ester by BH3⋅THF. The reduction reaction has been investigated and optimized.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.201500062