(4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

Base Information

Chemical Name:(4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester
CAS No.:176485-37-3
Molecular Formula:C₂₈H₄₀O₅
Molecular Weight:456.623
Hs Code.:

Synonyms:(4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

Suppliers and Price of (4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

There total 19 articles about (4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester 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: 92.0%

: 176485-35-1
(4E,8E,12Z)-14-[2-Acetoxy-3,4-dimethyl-5-(tetrahydro-pyran-2-yloxy)-phenyl]-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

: 176485-37-3
(4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 4h; Ambient temperature;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<43::AID-EJOC43>3.0.CO;2-L

Reference yield:

: 184762-94-5
[3,4-Dimethyl-5-(tetrahydro-pyran-2-yloxy)-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-acetaldehyde

: 176485-37-3
(4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 81 percent / 18-crown-6-acetonitrile complex, potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 0.5 h / -78 °C

2: 85 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

3: 94 percent / lithium chloride, sym-collidine, methanesulfonyl chloride / dimethylformamide / 1 h / 0 °C

4: 85 percent / 1.) butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1.) -50 deg C, 30 min; 2.) 4 deg C, 20 h

5: 89 percent / <1,3-bis(diphenylphosphanyl)propane>palladium chloride complex, lithium triethylhydroborate / tetrahydrofuran / 3 h / 4 °C

6: Dess-Martin periodinane, pyridine / CH₂Cl₂ / 1 h / Ambient temperature

7: potassium dihydrogen phosphate, sodium chlorite / dimethylsulfoxide; acetonitrile; H₂O / 2 h / Ambient temperature

8: diethyl ether / 1 h / Ambient temperature; 1.) 0 deg C

9: cesium fluoride / hexamethylphosphoric acid triamide / 2 h / 120 °C

10: pyridine / 20 h / Ambient temperature

11: 92 percent / p-toluenesulfonic acid monohydrate / methanol / 4 h / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; sodium chlorite; potassium dihydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; bis(diphenylphosphino)propanepalladium(II) dichloride; potassium hexamethylsilazane; lithium triethylborohydride; Dess-Martin periodane; toluene-4-sulfonic acid; methanesulfonyl chloride; 18-crown-6 complexed with acetonitrile; cesium fluoride; lithium chloride; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<43::AID-EJOC43>3.0.CO;2-L

Reference yield:

: 201004-61-7
{2-[6-((Z)-4-Chloro-3-methyl-but-2-enyl)-2,3-dimethyl-4-(tetrahydro-pyran-2-yloxy)-phenoxymethoxy]-ethyl}-trimethyl-silane

: 176485-37-3
(4E,8E,12Z)-14-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / 1.) butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1.) -50 deg C, 30 min; 2.) 4 deg C, 20 h

2: 89 percent / <1,3-bis(diphenylphosphanyl)propane>palladium chloride complex, lithium triethylhydroborate / tetrahydrofuran / 3 h / 4 °C

3: Dess-Martin periodinane, pyridine / CH₂Cl₂ / 1 h / Ambient temperature

4: potassium dihydrogen phosphate, sodium chlorite / dimethylsulfoxide; acetonitrile; H₂O / 2 h / Ambient temperature

5: diethyl ether / 1 h / Ambient temperature; 1.) 0 deg C

6: cesium fluoride / hexamethylphosphoric acid triamide / 2 h / 120 °C

7: pyridine / 20 h / Ambient temperature

8: 92 percent / p-toluenesulfonic acid monohydrate / methanol / 4 h / Ambient temperature

With pyridine; sodium chlorite; potassium dihydrogenphosphate; n-butyllithium; bis(diphenylphosphino)propanepalladium(II) dichloride; lithium triethylborohydride; Dess-Martin periodane; toluene-4-sulfonic acid; cesium fluoride; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<43::AID-EJOC43>3.0.CO;2-L