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

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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).

Item Type: Article
Uncontrolled Keywords: Cordia alliodora; asaronaldehyde; methyl 2,4,5-trimethoxyphenylpropionate; 2,4,5-trimethoxycinnamic acid; microwave technique
Subjects: Natural Product Chemistry
Depositing User: Dr. Aparna Maitra Pati
Date Deposited: 29 Dec 2011 09:19
Last Modified: 29 Dec 2011 09:19

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