105175-91-5

Upstream product

• 2537-48-6 diethyl 1-cyanomethylphosphonate 
• 79-77-6 (E)-β-ionone 
• 21658-95-7 diisopropyl (cyanomethyl)phosphonate 
• 92728-58-0 (4E)-3-methylene-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-4-enenitrile 
• 1856-65-1 (4E)-2-cyano-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienoic acid 

Downstream Products

• 3917-41-7 (2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal 
• 54226-17-4 (2Z,4E)-3-methyl-5-[2,6,6-trimethylcyclohex-1-enyl]penta-2,4-dienal 
• 5560-99-6 (2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal 
• 862098-80-4 6-Methyl-8-<1.3.3-trimethyl-cyclohexen-(1)-yl-(2)>-octatrien-(3.5.7)-on-(2) 
• 3899-20-5 ethyl (all-E)-retinoate 
• 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 
• 43219-55-2 (1E,3E)-3-methyl-1-[2,6,6-trimethylcyclohex-1-enyl]hexa-1,3,5-triene 
• 43219-39-2 (2E,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-amine 
• 6980-79-6 (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal 
• 24336-20-7 7-methyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenal 
• 129165-44-2 (2E,4E,6E,8E)-7-methyl-9-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-nona-2,4,6,8-tetraenenitrile 

Relevant academic research and scientific papers

Cyclofarnesoids and methylhexanoids produced from β-carotene in Phycomyces blakesleeanus

The oxidative cleavage of β-carotene in the Mucorales produces three fragments of 18, 15, and 7 carbons, respective heads of three families of apocarotenoids: The methylhexanoids, the trisporoids, and the cyclofarnesoids (named after their 1,6-cyclofarnes

New preparation of an important synthon for vitamin A synthesis

The "C-18 ketone" 1, key intermediate for vitamin A synthesis, is prepared in a few steps from β-ionone 3 via β-ionylidene acetonitrile 2 (32% overall yield).

Synthesis of three retinal models, including the 10-s-cis-locked retinal, all-E-12,19-methanoretinal

All-E-12,19-methanoretinal (1) is distinguished by the presence of the locked 10-s-cis conformation in the cyclohexadiene ring in the conjugated chain. 1 has been prepared together with its 13-Z isomer in an overall yield of 0.5percent. 1 and 13-Z-1 photochemically interconvert in a clean way.In this system, only photoisomerization around the C13=C14 double bond is observed.In the photostationary state, the 13-Z isomer is predominant.All-E-12-ethyl-19-methylretinal (2) and all-E-12-ethylretinal (3) were prepared in good overall yields (20percent and 30percent) from β-ionone using the novel synthon, 3-methyl-4-(diethylphosphono)-2-hexenenitrile (11).The photochemistry of these retinal derivatives is very similar to that of retinal.The 9-Z, 11-Z and 13Z isomers of 2 and 3 were photochemically prepared.The 13C NMR spectra of these new compounds gave information about the structural elements of alkyl groups in conjugated systems and about the conformation of the conjugated chain.