ethyl trans-(S)-(+)-4-(4-methoxyphenyl)-4-methylhexa-2,5-dienoate

Base Information

Chemical Name:ethyl trans-(S)-(+)-4-(4-methoxyphenyl)-4-methylhexa-2,5-dienoate
CAS No.:235101-15-2
Molecular Formula:C₁₆H₂₀O₃
Molecular Weight:260.333
Hs Code.:

Synonyms:

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Chemical Property of ethyl trans-(S)-(+)-4-(4-methoxyphenyl)-4-methylhexa-2,5-dienoate

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Technology Process of ethyl trans-(S)-(+)-4-(4-methoxyphenyl)-4-methylhexa-2,5-dienoate

There total 10 articles about ethyl trans-(S)-(+)-4-(4-methoxyphenyl)-4-methylhexa-2,5-dienoate 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:

: 790260-90-1
(R)-(+)-2-(methoxycarbonyl)-2-(4-methoxyphenyl)propionic acid

: 235101-15-2
ethyl trans-(S)-(+)-4-(4-methoxyphenyl)-4-methylhexa-2,5-dienoate

Guidance literature:: Multi-step reaction with 9 steps

1: (COCl)2 / CH₂Cl₂; dimethylformamide / 2 h / Ambient temperature

2: NaBH₄ / tetrahydrofuran; methanol / 3 h / -30 - 20 °C

3: 98 percent / diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

4: 97.5 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

5: 99 percent / periodinane / CH₂Cl₂ / 20 h / Ambient temperature

6: 1.) n-BuLi / 1.) THF, RT, 1 h, 2.) THF, 0 deg C to RT, 4 h

7: concd. HCl / ethanol / 16 h / 65 °C

8: PCC, Na₂HPO₄, celite / CH₂Cl₂ / 16 h / Ambient temperature

9: n-BuLi

With hydrogenchloride; sodium tetrahydroborate; disodium hydrogenphosphate; n-butyllithium; oxalyl dichloride; Celite; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0957-4166(99)00086-5

Reference yield:

: dimethyl 2-(4-methoxyphenyl)-2-methylmalonate

: 235101-15-2
ethyl trans-(S)-(+)-4-(4-methoxyphenyl)-4-methylhexa-2,5-dienoate

Guidance literature:: Multi-step reaction with 10 steps

1: pig liver esterase, 2N aq. NaOH (pH 7.0) / H₂O

2: (COCl)2 / CH₂Cl₂; dimethylformamide / 2 h / Ambient temperature

3: NaBH₄ / tetrahydrofuran; methanol / 3 h / -30 - 20 °C

4: 98 percent / diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

5: 97.5 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

6: 99 percent / periodinane / CH₂Cl₂ / 20 h / Ambient temperature

7: 1.) n-BuLi / 1.) THF, RT, 1 h, 2.) THF, 0 deg C to RT, 4 h

8: concd. HCl / ethanol / 16 h / 65 °C

9: PCC, Na₂HPO₄, celite / CH₂Cl₂ / 16 h / Ambient temperature

10: n-BuLi

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; n-butyllithium; pig liver esterase; oxalyl dichloride; Celite; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0957-4166(99)00086-5

Reference yield:

: 235101-21-0
(R)-2-(4-methoxyphenyl)-2-methylbut-3-en-1-ol

: 235101-15-2
ethyl trans-(S)-(+)-4-(4-methoxyphenyl)-4-methylhexa-2,5-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1: PCC, Na₂HPO₄, celite / CH₂Cl₂ / 16 h / Ambient temperature

2: n-BuLi

With disodium hydrogenphosphate; n-butyllithium; Celite; pyridinium chlorochromate; In dichloromethane;
DOI:10.1016/S0957-4166(99)00086-5