(2E,4E,6E)-7-[3-tert-Butyl-5-(1,1-dimethyl-2-oxo-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic acid ethyl ester

Base Information

Chemical Name:(2E,4E,6E)-7-[3-tert-Butyl-5-(1,1-dimethyl-2-oxo-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic acid ethyl ester
CAS No.:180740-63-0
Molecular Formula:C₂₅H₃₄O₃
Molecular Weight:382.543
Hs Code.:

Synonyms:(2E,4E,6E)-7-[3-tert-Butyl-5-(1,1-dimethyl-2-oxo-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic acid ethyl ester

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Chemical Property of (2E,4E,6E)-7-[3-tert-Butyl-5-(1,1-dimethyl-2-oxo-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic acid ethyl ester

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Technology Process of (2E,4E,6E)-7-[3-tert-Butyl-5-(1,1-dimethyl-2-oxo-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic acid ethyl ester

There total 10 articles about (2E,4E,6E)-7-[3-tert-Butyl-5-(1,1-dimethyl-2-oxo-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic 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:

: 180740-62-9
(2E,4E,6E)-7-[3-tert-Butyl-5-(2-hydroxy-1,1-dimethyl-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic acid ethyl ester

: 180740-63-0
(2E,4E,6E)-7-[3-tert-Butyl-5-(1,1-dimethyl-2-oxo-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic acid ethyl ester

Guidance literature:: With Celite; pyridinium chlorochromate; In dichloromethane; for 3h; Yield given; Ambient temperature;
DOI:10.1021/jo971409i

Reference yield:

: 41891-54-7
diethyl 3-(ethoxycarbonyl)-3-methylprop-2-en-yl phosphate

: 180740-63-0
(2E,4E,6E)-7-[3-tert-Butyl-5-(1,1-dimethyl-2-oxo-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / n-BuLi / 1.) THF, hexane, DMPU, 0 deg C, 20 min, 2.) THF, -78 deg C, 60 min

2: TBAF / tetrahydrofuran / 12 h / Ambient temperature

3: PCC, Celite / CH₂Cl₂ / 3 h / Ambient temperature

With n-butyllithium; Celite; tetrabutyl ammonium fluoride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo971409i

Reference yield:

: 180740-53-8
1-[3-tert-butyl-5-(1-hydroxyethyl)phenyl]ethanol

: 180740-63-0
(2E,4E,6E)-7-[3-tert-Butyl-5-(1,1-dimethyl-2-oxo-ethyl)-phenyl]-3-methyl-octa-2,4,6-trienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 75 percent / NaH / tetrahydrofuran / 2.5 h

2: 98 percent / PCC, Celite / CH₂Cl₂ / 3 h / Ambient temperature

4: 1.76 g / NaBH₄ / methanol / 0.5 h / Ambient temperature

5: MnO₂ / CH₂Cl₂ / 4 h

6: 78 percent / imidazole, DMF / CH₂Cl₂ / Ambient temperature

7: 63 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h

8: 75 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

9: 86 percent / n-BuLi / 1.) THF, hexane, DMPU, 0 deg C, 20 min, 2.) THF, -78 deg C, 60 min

10: TBAF / tetrahydrofuran / 12 h / Ambient temperature

11: PCC, Celite / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; manganese(IV) oxide; sodium tetrahydroborate; n-butyllithium; Celite; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; N,N-dimethyl-formamide; pyridinium chlorochromate; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/jo971409i