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A concise conversion of β-asarone into 1-(3'-methoxypropanoyl)-2,4,5-trimethoxybenzene occurring in Cordia alliodora

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Title A concise conversion of β-asarone into 1-(3'-methoxypropanoyl)-2,4,5-trimethoxybenzene occurring in Cordia alliodora
 
Creator Sinha , Arun K
Dogra, R
Joshi, B P
 
Subject Natural Product Chemistry
 
Description The first synthesis of 1-(3'-methoxypropanoyl)-2,4,5-trimethoxybenzene 4, a natural phenylpropanoid occurring in Cordia alliodora, has been achieved, from β-asarone 1 of Acorus calamus. Selenium dioxide oxidation of 1 leads to 2,4,5-trimethoxycinnamaldehyde 2, which on treatment with sodium cyanide, acetic acid, manganese dioxide in methanol yields methyl 2,4,5-trimethoxycinnamate 3. Selective reduction of 3 gives 4 as a solid, spectral data of which agrees well with reported natural viscous gum 4.
 
Publisher CSIR-NISCAIR, New Delhi
 
Date 2002
 
Type Article
PeerReviewed
 
Identifier Sinha , Arun K and Dogra, R and Joshi, B P (2002) A concise conversion of β-asarone into 1-(3'-methoxypropanoyl)-2,4,5-trimethoxybenzene occurring in Cordia alliodora. Indian Journal of Chemistry B, 41 B. pp. 635-8. ISSN 0376-4699
 
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