58508-31-9

Usage

Uses

Used in Pharmaceutical Industry:
2,4,6,8-Nonatetraenoic acid, 7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E,4E,6E,8E)is used as a pharmaceutical compound for its potential therapeutic properties. Its unique molecular structure may contribute to the development of new drugs or drug delivery systems, targeting specific medical conditions or enhancing the efficacy of existing treatments.
Used in Cosmetics Industry:
In the cosmetics industry, 2,4,6,8-Nonatetraenoic acid, 7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E,4E,6E,8E)may be utilized for its potential benefits in skincare and personal care products. Its chemical properties could be harnessed to improve the formulation of creams, lotions, or other cosmetic products, providing enhanced moisturizing, anti-aging, or protective effects.
Used in Organic Synthesis:
2,4,6,8-Nonatetraenoic acid, 7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E,4E,6E,8E)is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure and functional groups make it a valuable building block in the synthesis of complex organic molecules, potentially leading to the development of new materials, catalysts, or specialty chemicals.

Upstream product

• 137918-69-5 (2E,4E)-5-iodopenta-2,4-dienoic acid 
• 3917-39-3 (2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexenyl)-2,4-pentadien-1-ol 
• 131189-97-4 7-hydroxy-7-methyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,8-trienoic acid 
• 3917-41-7 (2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal 
• 60347-68-4 ethyl all-E-13-demethylretinoate 
• 79-77-6 (E)-β-ionone 
• 110-44-1 sorbic Acid 
• 303779-99-9 (E)-2-(2,6,6-trimethylcyclohexen-1-yl)-ethenyl (trifluoromethyl)sulfonate 

Relevant academic research and scientific papers

Stereoselective synthesis of trienoic acids: Synthesis of retinoic acids and analogues

Stereoselective construction of conjugated trienoic acids was achieved through two successive Stille reactions, the first step consisting of the coupling of (E)-1,2-bis(tributylstannyl)ethene and tributylstannyl (Z)- or (E)-3-iodoalk-2-enoates. Two different routes were used for the second step: (1) cross-coupling of the stannyldienoic acid reagents and vinyl iodides, or (2) cross-coupling of vinylstannane reagents and the tributylstannyl 5-iodopenta-2,4-dienoates generated by iododestannylation of stannyldienes. Vinylstannanes synthesized by stannylmetalation of the Negishi dienyne derived from β- or α-ionone and safranal thus provided access to stereodefined retinoic acids. Some retinoid and yne analogues were also prepared by Sonogashira coupling. Georg Thieme Verlag Stuttgart.

Preparation and biological activity of 13-substituted retinoic acids

13-Demethyl or 13-substituted all-E- and 9Z-retinoic acids were synthesized using a palladium-catalyzed coupling reaction of enol triflates and tributylstannylolefins. Their biological activities were then measured. The 13-ethyl analogs exhibited approximately one-half of the antiproliferative and differentiation-inducing activity of ATRA in HL-60 cells. In contrast, in the 9Z-derivatives, all analogs, except for the 13-butyl derivatives, showed apoptosis-inducing activity.

Polyenolates of unsaturated carboxylic acids in synthesis. A straightforward synthesis of retinoic acids

Retinoic acids are prepared in a two step procedure by addition of lithium trienediolates of sorbic acid and 3-methyl-sorbic acid to β-ionone.