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Microwave-assisted rapid synthesis of methyl 2,4,5-trimethoxyphenylpropionate, a metabolite of Cordia alliodora

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Title Microwave-assisted rapid synthesis of methyl 2,4,5-trimethoxyphenylpropionate, a metabolite of Cordia alliodora
 
Creator Sinha, Arun K
Joshi, B P
Sharma, A
Kumar, J K
Kaul , V K
 
Subject Natural Product Chemistry
 
Description Microwave assisted condensation of asaronaldehyde (2) with malonic acid in piperidine-AcOH provides 2,4,5-trimethoxycinnamic acid (3) in 87% yield within 4 min, which upon further reduction with PdCl2-HCOOH-aq. NaOH gives 3-(2,4,5-trimethoxy) phenyl propionic acid (4) in 88% yield within 3 min. Esterification of 4 with MeOH-H+ gives methyl 2,4,5-trimethoxyphenylpropionate (1), a metabolite of Cordia alliodora, in 94% yield within 3 min (overall 69% yield).
 
Publisher Taylor & Francis Ltd, 4 Park Square, Milton Park, Abingdon OX14 4RN, Oxon, England
 
Date 2003
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://ihbt.csircentral.net/376/1/106_2003_Microwave.pdf
Sinha, Arun K and Joshi, B P and Sharma, A and Kumar, J K and Kaul , V K (2003) Microwave-assisted rapid synthesis of methyl 2,4,5-trimethoxyphenylpropionate, a metabolite of Cordia alliodora. Natural Product Research, 17 (6). pp. 419-422. ISSN 1478-6419
 
Relation http://ihbt.csircentral.net/376/