ethyl (2E,4E,6E)-7-[3-tert-butyl-5-(1,1-dimethylethyl-2-p-toluenesulfonylhydrazone)phenyl]-3-methylocta-2,4,6-trienoate

Base Information

Chemical Name:ethyl (2E,4E,6E)-7-[3-tert-butyl-5-(1,1-dimethylethyl-2-p-toluenesulfonylhydrazone)phenyl]-3-methylocta-2,4,6-trienoate
CAS No.:279215-39-3
Molecular Formula:C₃₂H₄₂N₂O₄S
Molecular Weight:550.762
Hs Code.:

Synonyms:ethyl (2E,4E,6E)-7-[3-tert-butyl-5-(1,1-dimethylethyl-2-p-toluenesulfonylhydrazone)phenyl]-3-methylocta-2,4,6-trienoate

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Chemical Property of ethyl (2E,4E,6E)-7-[3-tert-butyl-5-(1,1-dimethylethyl-2-p-toluenesulfonylhydrazone)phenyl]-3-methylocta-2,4,6-trienoate

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Technology Process of ethyl (2E,4E,6E)-7-[3-tert-butyl-5-(1,1-dimethylethyl-2-p-toluenesulfonylhydrazone)phenyl]-3-methylocta-2,4,6-trienoate

There total 13 articles about ethyl (2E,4E,6E)-7-[3-tert-butyl-5-(1,1-dimethylethyl-2-p-toluenesulfonylhydrazone)phenyl]-3-methylocta-2,4,6-trienoate 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: 89.0%

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 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

: 279215-39-3
ethyl (2E,4E,6E)-7-[3-tert-butyl-5-(1,1-dimethylethyl-2-p-toluenesulfonylhydrazone)phenyl]-3-methylocta-2,4,6-trienoate

Guidance literature:: With hydrogenchloride; In ethanol; at 40 - 45 ℃; for 0.25h;
DOI:10.1021/jo971409i

Reference yield:

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

: 279215-39-3
ethyl (2E,4E,6E)-7-[3-tert-butyl-5-(1,1-dimethylethyl-2-p-toluenesulfonylhydrazone)phenyl]-3-methylocta-2,4,6-trienoate

Guidance literature:: Multi-step reaction with 4 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

4: 89 percent / HCl / ethanol / 0.25 h / 40 - 45 °C

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

Reference yield:

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

: 279215-39-3
ethyl (2E,4E,6E)-7-[3-tert-butyl-5-(1,1-dimethylethyl-2-p-toluenesulfonylhydrazone)phenyl]-3-methylocta-2,4,6-trienoate

Guidance literature:: Multi-step reaction with 12 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

12: 89 percent / HCl / ethanol / 0.25 h / 40 - 45 °C

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