Syntheses of radioactive furan fatty acids
- 1 May 1981
- Vol. 16 (5) , 360-364
- https://doi.org/10.1007/bf02534963
Abstract
A novel route for the synthesis of naturally occurring furan fatty acids with particular emphasis on labeling with14C is described. Methyl [2‐14C] 9‐(5‐pentyl‐3,4‐dimethyl‐2‐furyl)nonanoate was synthesized from 3,4‐dimethyl‐2‐pentylfuran by a new route. [3‐14C]11‐(5‐Pentyl‐3‐methyl‐2‐furyl)undecanoate and [2‐14C] 9‐(5‐pentyl‐2‐furyl)nonanoate were prepared from their lower homologs. The label was introduced in all cases by means of the Arndt‐Eistert method for chain elongation, using14CH2N2. Comparisons of yields show that, with increasing number of substituents on the ring, the furan compounds are increasingly subject to uncontrollable side reactions.This publication has 21 references indexed in Scilit:
- The occurrence of a furanoid fatty acid inHevea brasiliensis latexLipids, 1978
- The component acids of lipids from marine and freshwater species with special reference to furan‐containing acidsJournal of the Science of Food and Agriculture, 1978
- A new furanoid fatty acid from the soft coralsSarcophyton glaucum andgemmatumCellular and Molecular Life Sciences, 1978
- The occurrence and distribution of furan fatty acids in spawning male freshwater fishLipids, 1977
- Quantitative analysis of furanoid fatty acids in crude and refined cod liver oilJournal of Oil & Fat Industries, 1977
- Relative enrichment of furan-containing fatty acids in the liver of starving codJournal of the Chemical Society, Chemical Communications, 1976
- Furanoid fatty acids from fish lipidsLipids, 1975
- New series of fatty acids in Northern Pike (Esox lucius)Lipids, 1974
- A unique furanoid fatty acid from exocarpus seed oilTetrahedron Letters, 1966
- Specificity in the enzymic conversion of polyunsaturated fatty acids into prostaglandinsRecueil des Travaux Chimiques des Pays-Bas, 1966