128860-91-3

Upstream product

• 693-25-4 n-pentylmagnesium bromide 
• 109296-10-8 4-hydroxy-trans-2-nonenal-dimethylacetal 
• 119009-01-7 (E)-(R)-1,1-Dimethoxy-non-2-en-4-ol 
• 22751-68-4 (S,S)-N,N'-dimethyl-1,2-diphenylethane-1,2-diamine 
• 119008-08-1 (-) 4-hydroxy-2-nonenal 

Relevant academic research and scientific papers

Syntheses stereoselectives de metabolites hydroxyles d'acides gras polyinsatures

The E,Z dienol structure is characteristic of the basic structure of most of the polyunsaturated fatty acid metabolites.In this paper are described our results concerning a new approach towards molecules of this type.The key features of this strategy include: 1) the use of the, easily available, fumaraldehyde monodimethylacetal 4 as a key intermediate for the synthesis of such compounds in racemic form and 2) the use of the chiral sorbic acid tricarbonyl ion complex 8 as a resolving agent.The methodology allows then the synthesis of several fatty acid metabolites such as 4-hydroxy-2-nonenal 14, coriolic and tetranorcoriolic acid methyl esters 28 and 31, trienals 39 or 40, and the 12-hydroxy-5,8,10 heptadecatrienoic ester 41.Some of them have been tested as part of a program dealing with the interaction of blood platelets and eicosanoids; it gave new results concerning the influence of the absolute configuration at the carbon bearing the hydroxyl group and the stereochemistry of the diene.