(2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal

Base Information

• Chemical Name: (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal
• CAS No.: 58508-38-6
• Molecular Formula: C₂₁H₂₆O₂
• Molecular Weight: 310.436
• Mol file: 58508-38-6.mol

Synonyms:(2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal

Chemical Property of (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal

There total 18 articles about (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

(2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraen-1-ol (61630-49-7) → (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal (58508-38-6)

Guidance literature:

With manganese(IV) oxide; sodium carbonate; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1002/chem.201403024

Reference yield:

(2E,4E,6E,8E)-9-(4-Methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile → (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal (58508-38-6) + 9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2Z,4E,6E,8E-nonatetraenal (127644-91-1)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at 5 ℃; for 2h;

DOI:10.1002/hlca.200390273

Reference yield:

5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-2(E),4(E)-pentadien-1-al (69877-38-9,419534-29-5) → (2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal (58508-38-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 70 percent / NaOH / 1.) ethanol, water, 0 deg C, 4 h, 2.) reflux, 1 h

2: 76 percent / β,γ-lutidine, copper acetate / 2 h / Heating

3: 95 percent / I₂ / diethyl ether; benzene / 8 h / 20 °C

4: methanol; diethyl ether

5: LiAlH₄ / diethyl ether / 0.5 h / 0 °C

6: MnO₂ / benzene / 4 h

With 3,4-Lutidin; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; iodine; copper (I) acetate; In methanol; diethyl ether; benzene;

upstream raw materials:

(2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraen-1-ol

methyl ethyl β-methylglutaconate

acitretin

9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid methyl ester

Downstream raw materials:

4,4’-((1E,3E,5E,7E,9E,11E,13E)-3,7,12-trimethyltetradeca-1,3,5,7,9,11,13-heptaene-1,14-diyl)bis(1-methoxy-2,3,5-trimethylbenzene)

4,4’-((1E,3E,5E,7E,9E,11E,13E)-3,7,12-trimethyltetradeca-1,3,5,7,9,11,13-heptaene-1,14-diyl)bis(1-methoxy-2,3,5-trimethylphenol)

3,5-dimethoxy-φ,φ-carotene