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Undecylenic acid: A valuable renewable building block on route to Tyromycin A derivatives
Author(s) -
Van der Steen Marijke,
Stevens Christian V.,
Eeckhout Yves,
De Buyck Laurent,
Ghelfi Franco,
Roncaglia Fabrizio
Publication year - 2008
Publication title -
european journal of lipid science and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.614
H-Index - 94
eISSN - 1438-9312
pISSN - 1438-7697
DOI - 10.1002/ejlt.200800024
Subject(s) - castor oil , renewable resource , chemistry , renewable energy , organic chemistry , diene , condensation , block (permutation group theory) , combinatorial chemistry , mathematics , engineering , natural rubber , physics , geometry , electrical engineering , thermodynamics
A key intermediate for the synthesis of Tyromycin A, a C‐20 tetrachlorodicarboxylic acid, was produced in six steps starting with the dimerization of methyl 10‐undecenoate which was obtained from a renewable resource, e.g. castor oil. The acyloin condensation product was then oxidized, transformed to the diene, followed by ozonization, chlorination and finally oxidation to the corresponding tetrachlorodicarboxylic acid.