94802-00-3Relevant academic research and scientific papers
A divergent synthesis of [1-14C]-mono-E isomers of fatty acids
Georgin,Taran,Mioskowski
, p. 83 - 91 (2003)
A convenient synthesis of [1-14C]-mono-trans fatty acid using olefin inversion as a key-step is described. This methodology allows for a facile synthesis of [1-14C]-labelled mono-trans analogues of oleic, linoleic and linolenic acids. As an example, only eleven steps were necessary to obtain the [1-14C]-mono-E isomers of linolenic acid from its commercial all-Z form. In the first step, Barton's decarboxylation procedure yielded a bromo intermediate. Epoxidation of this compound resulted in the formation of three monoepoxides, which could be separated by HPLC. After identification by 1H NMR and MS, the pure monoepoxides were then subjected to inversion consisting of a stereospecific deoxygenation followed by a β-elimination step. Finally, the labelling was introduced by substitution of the bromine by a [14C]-cyano group followed by hydrolysis.
COMPOSITION FOR ATTRACTING MALE BLUEBERRY SPANWORM MOTH
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Paragraph 0070, (2015/02/25)
A composition that includes: Z,Z-(3R,4S)-cis-3,4-epoxy-6,9-heptadecadiene; and Z,Z,Z-3,6,9-heptadecatriene, where the Z,Z-(3R,4S)-cis-3,4-epoxy-6,9-heptadecadiene and the Z,Z,Z-3,6,9-heptadecatriene are present in a ratio of between 5:1 (by mass) and about 20:1 (by mass). The composition may be for attracting a male blueberry spanworm moth. Use of a composition that includes Z,Z-(3R,4S)-cis-3,4-epoxy-6,9-heptadecadiene and Z,Z,Z-3,6,9-heptadecatriene for attracting male blueberry spanworm. A method of attracting male blueberry spanworm moths that includes placing a composition comprising Z,Z-(3R,4S)-cis-3,4-epoxy-6,9-heptadecadiene and Z,Z,Z-3,6,9-heptadecatriene suitably close to a field of having the male blueberry spanworm moths.
