118908-10-4

Basic information

• Product Name: (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-non-2-enal
• Synonyms: (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-non-2-enal
• CAS NO: 118908-10-4
• Molecular Weight: 394.629
• Mol File: 118908-10-4.mol

Chemical Properties

• CAS DataBase Reference: (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-non-2-enal(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-non-2-enal(118908-10-4)
• EPA Substance Registry System: (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-non-2-enal(118908-10-4)

Safety Data

• Hazardous Substances Data: 118908-10-4(Hazardous Substances Data)

Upstream product

• 128860-92-4 tert-Butyl-[(R)-1-((E)-3,3-dimethoxy-propenyl)-hexyloxy]-diphenyl-silane 
• 119009-01-7 (E)-(R)-1,1-Dimethoxy-non-2-en-4-ol 
• 109296-10-8 4-hydroxy-trans-2-nonenal-dimethylacetal 
• 693-25-4 n-pentylmagnesium bromide 
• 119008-07-0 (E)-(S)-1,1-Dimethoxy-non-2-en-4-ol 

Downstream Products

• 128860-95-7 ether silyle du tetranorcoriolate de methyle 
• 118908-12-6 ether silyle du coriolate de methyle 
• 10219-70-2 (13R)-hydroxylinoleic acid methyl ester 
• 128860-96-8 (5Z,8Z,10E)-(R)-12-(tert-Butyl-diphenyl-silanyloxy)-heptadeca-5,8,10-trienoic acid methyl ester 
• 128860-94-6 methyl 13(S)-(tert-butyldiphenylsilyloxy)octadeca-9(Z),11(E)-dienoate 

Relevant articles and documents

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.

SORBIC ACID IRON TRICARBONYL COMPLEX AS RESOLVING AGENT. CHIRAL SYNTHESES OF 4-HYDROXY NONENAL AND CORIOLIC ACID.

The chiral iron tricarbonyl complex of sorbic acid 2 is an efficent resolving agent for allylic alcohol 3, which is a key intermediate in the preparation of most of the lipoxygenation products in n-6 position of polyunsaturated fatty acids.The synthesis of 4-hydroxy nonenal and methyl coriolate, in both enantiomeric forms, illustrates the potential of the method.