86708-67-0

Basic information

• Product Name: ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
• Synonyms: ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
• CAS NO: 86708-67-0
• Molecular Weight: 328.495
• Mol File: 86708-67-0.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate(86708-67-0)
• EPA Substance Registry System: ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate(86708-67-0)

Safety Data

• Hazardous Substances Data: 86708-67-0(Hazardous Substances Data)

Usage

Uses

Ethyl 9-cis-retinoate is a derivative of 9-cis-Retinoic Acid (R245000), which is an endogenous retinoic acid isomer, which is capable of binding to both retinoic acid receptors (RAR) and retinoid X receptors (RXR). A biologically active ligand for members of the RAR and RXR subfamilies, implying that it may play a critical role in regulating retinoid-responsive pathways.

Upstream product

• 41891-54-7 diethyl 3-(ethoxycarbonyl)-3-methylprop-2-en-yl phosphate 
• 5560-99-6 (2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal 
• 54226-17-4 (2Z,4E)-3-methyl-5-[2,6,6-trimethylcyclohex-1-enyl]penta-2,4-dienal 
• 85319-52-4 (5Z,7Z)-6-Methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-5,7-dien-3-yn-2-one 
• 85319-51-3 (5Z,7Z)-6-Methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-5,7-dien-3-yn-2-ol 
• 85319-50-2 2-((1Z,3Z,5E)-6-Chloro-3-methyl-hexa-1,3,5-trienyl)-1,3,3-trimethyl-cyclohexene 
• 56013-13-9 7-cis,9-cis-β-ionylideneacetaldehyde 
• 85354-07-0 (3Z,5Z,7Z)-6-Methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one 
• 14393-37-4 5,4-Dihydro-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2H-pyran-2-one 
• 51318-62-8 ethyl 4-bromo-3-methylcrotonate 
• 638-10-8 ethyl 3-methylbut-2-enoate 
• 161676-56-8 C₁₅H₂₄O₂ 
• 105175-91-5 3-methyl-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenitrile 
• 43219-56-3 (1E,3E)-3-methyl-1-[2,6,6-trimethylcyclohex-1-enyl]hexa-1,3,5-triene 

Downstream Products

• 4759-48-2 13-cis-retinoic acid 
• 302-79-4 all-trans-retinoic-acid 
• 124510-04-9 7-cis-retinoic acid 
• 3899-20-5 ethyl (all-E)-retinoate 
• 86708-70-5 9,11,13-tri-cis-ethyl retinoate 
• 86708-68-1 9-cis-13,14-dihydroretinoic acid ethyl ester 
• 86708-67-0 ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate 
• 51249-34-4 11-cis-ethyl retinoate 
• 59699-82-0 ethyl 13-cis-retinoate 
• 302-79-4 9-cis-retinoic acid 
• 68-26-8 (2Z,4Z,6Z,8Z)-3,7-Dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraen-1-ol 
• 85354-10-5 all-cis-retinol 
• 68-26-8 9-cis-retinol 
• 13312-52-2 9-cis-β-carotene 

Relevant articles and documents

METHOD FOR SYNTHESIS OF 9-CIS-BETA-CAROTENE AND FORMULATIONS THEREOF

The present invention relates to a method for total chemical synthesis of 9-cis-β-carotene (9CBC), and further provides stable formulations thereof.

Caesium fluoride-promoted Stille coupling reaction: An efficient synthesis of 9Z-retinoic acid and its analogues using a practical building block

A highly efficient and rapid total synthesis of 9Z-retinoic acid was accomplished by caesium fluoride-promoted Stille coupling reaction; using a common building block, 9Z-retinoic acid analogues were also prepared by the same method without isomerisation of the Z-double bond. The Royal Society of Chemistry 2008.

Stereocontrolled synthesis of 13-substituted retinoic acids by palladium-catalyzed coupling reaction of alkenyl stannane with vinyl triflate

A novel method for the stereoselective synthesis of all-E-, 13Z- and 9Z- retionic acid esters was developed by palladium-catalyzed cross coupling reactions of tetraenyl stannanes with E- or Z-vinyl triflates in good yields. Applying this methodology, 13-substituted all-E- and 9Z- retinoic acids were prepared in satisfactory yields.