A SYNTHESIS OF (Z)-OCTADEC-9-ENEDIOIC ACID

Authors
BRUNOW G STICK RV SYRJANEN K TILBROOK DMG WILLIAMS SJ
Citation
G. Brunow et al., A SYNTHESIS OF (Z)-OCTADEC-9-ENEDIOIC ACID, Australian Journal of Chemistry, 48(11), 1995, pp. 1893-1897
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Australian Journal of Chemistry → ACNP
ISSN journal
00049425
Volume
48
Issue
11
Year of publication
1995
Pages
1893 - 1897
Database
ISI
SICI code
0004-9425(1995)48:11<1893:ASO(A>2.0.ZU;2-2
Abstract
The monomethyl ester of azelaic acid was transformed into two fragment s, namely [8-(methoxycarbonyl)octyl]triphenylphosphonium bromide and m ethyl 9-oxononanoate. A Wittig reaction between these two fragments pr oduced dimethyl (Z)-octadec-9-enedioate and subsequent hydrolysis gave the title diacid. Interestingly, the same diacid was available direct ly from oleic acid in a published procedure which utilized a mutant st rain of Candida tropicalis.