Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid

Journal Publication ResearchOnline@JCU
Andrews, Philip C.;Fraser, Benjamin H.;Junk, Peter C.;Massi, Massimiliano;Perlmutter, Patrick;Thienthong, Neeranat;Wijesundera, Chakra
Peter Junk
Abstract

A large-scale (∼100 g) synthesis of symmetrical and unsymmetrical triacylglycerols containg docosahexaenoic acid (D) and two of either lauric (L), palmitic (P) or stearic acid (S) is described. Key improvements in purification of synthetic intermediates, in addition to a more efficient acetonide cleavage reaction affords the six TAGs (LaDLa, LaLaD, PDP, PPD, SDS, SSD) in yields of 80–90% and in regioisomeric purities greater than or equal to 90%.

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64

ISBN/ISSN

1464-5416

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Issue

39

Pages Count

6

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Publisher

Elsevier

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DOI

10.1016/j.tet.2008.07.058