Next Article in Journal
Experimental and Theoretical Studies on the Functionalization Reactions of 4-Benzoyl-1,5-Diphenyl-1H-Pyrazole-3-Carboxylic Acid and Acid Chloride with 2,3-Diaminopyridine
Previous Article in Journal
Functionalization of 6-Nitrobenzo[1,3]dioxole with Carbonyl Compounds via TDAE methodology
Molecules 2005, 10(3), 552-558; doi:10.3390/10030552

Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol

1, 1, 2, 2 and 1,*
1 Hokkaido University, Graduate School of Agriculture, Kita-9, Nishi-9, Kita-ku, Sapporo 0608589, Japan 2 Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, "Acad. G. Bonchev" Str., bl.9, Sofia 1113, Bulgaria
* Author to whom correspondence should be addressed.
Received: 17 August 2004 / Revised: 24 January 2005 / Accepted: 28 January 2005 / Published: 31 March 2005
View Full-Text   |   Download PDF [101 KB, uploaded 18 June 2014]   |  


Natural monoglycerides of cinnamic, ferulic and p-coumaric acids were synthesized in good to high overall yields from isopropylidene glycerol via the Mitsunobu reaction and further deprotection of the corresponding acetonides with Amberlyst 15. The method avoids the need of protection of the phenolic hydroxyls. During the Mitsunobu esterifications a strong influence of the acid strength on the efficacy and outcome of the reaction was observed.
Keywords: phenylpropanoid glycerides; Mitsunobu esterification; deprotection. phenylpropanoid glycerides; Mitsunobu esterification; deprotection.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
MDPI and ACS Style

Batovska, D.I.; Kishimoto, T.; Bankova, V.S.; Kamenarska, Z.G.; Ubukata, M. Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol. Molecules 2005, 10, 552-558.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert