(4E,8E,12E,16Z)-18-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12,16-tetramethyl-octadeca-4,8,12,16-tetraenoic acid ethyl ester

Base Information

Chemical Name:(4E,8E,12E,16Z)-18-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12,16-tetramethyl-octadeca-4,8,12,16-tetraenoic acid ethyl ester
CAS No.:201004-80-0
Molecular Formula:C₃₄H₅₀O₅
Molecular Weight:538.768
Hs Code.:

Synonyms:

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Chemical Property of (4E,8E,12E,16Z)-18-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12,16-tetramethyl-octadeca-4,8,12,16-tetraenoic acid ethyl ester

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Technology Process of (4E,8E,12E,16Z)-18-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12,16-tetramethyl-octadeca-4,8,12,16-tetraenoic acid ethyl ester

There total 9 articles about (4E,8E,12E,16Z)-18-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12,16-tetramethyl-octadeca-4,8,12,16-tetraenoic acid ethyl 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:

: 201004-79-7
(4E,8E,12E,16Z)-18-[2-Acetoxy-3,4-dimethyl-5-(tetrahydro-pyran-2-yloxy)-phenyl]-4,8,12,16-tetramethyl-octadeca-4,8,12,16-tetraenoic acid ethyl ester

: 201004-80-0
(4E,8E,12E,16Z)-18-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12,16-tetramethyl-octadeca-4,8,12,16-tetraenoic acid ethyl ester

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

Reference yield:

: 176246-20-1
(4E,8E,12E)-14-Acetoxy-4,8,12-trimethyl-tetradeca-4,8,12-trienoic acid methyl ester

: 201004-80-0
(4E,8E,12E,16Z)-18-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12,16-tetramethyl-octadeca-4,8,12,16-tetraenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / Pd(dba)2, LiCl / dimethylformamide

2: 95 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

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

4: 70 percent / 1.) s-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 30 min; 2.) room temp., 2 h

5: 83 percent / propionic acid / 1 h / 140 °C

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

7: pyridine / 20 h / Ambient temperature

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

With pyridine; lithium aluminium tetrahydride; sec.-butyllithium; Dess-Martin periodane; toluene-4-sulfonic acid; propionic acid; cesium fluoride; lithium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; cyclohexane; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<43::AID-EJOC43>3.0.CO;2-L

Reference yield:

: {2-[2,3-Dimethyl-4-(tetrahydro-pyran-2-yloxy)-6-trimethylstannanyl-phenoxymethoxy]-ethyl}-trimethyl-silane

: 201004-80-0
(4E,8E,12E,16Z)-18-(2-Acetoxy-5-hydroxy-3,4-dimethyl-phenyl)-4,8,12,16-tetramethyl-octadeca-4,8,12,16-tetraenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / Pd(dba)2, LiCl / dimethylformamide

2: 95 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

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

4: 70 percent / 1.) s-BuLi / tetrahydrofuran; cyclohexane / 1.) -78 deg C, 30 min; 2.) room temp., 2 h

5: 83 percent / propionic acid / 1 h / 140 °C

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

7: pyridine / 20 h / Ambient temperature

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

With pyridine; lithium aluminium tetrahydride; sec.-butyllithium; Dess-Martin periodane; toluene-4-sulfonic acid; propionic acid; cesium fluoride; lithium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; cyclohexane; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<43::AID-EJOC43>3.0.CO;2-L