ethyl (E,E)-(S)-3-{4-[3-(4'-{4-hydroxybut-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate

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Chemical Name:ethyl (E,E)-(S)-3-{4-[3-(4'-{4-hydroxybut-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate
CAS No.:516518-53-9
Molecular Formula:C₃₃H₃₈O₅
Molecular Weight:514.662
Hs Code.:

Synonyms:ethyl (E,E)-(S)-3-{4-[3-(4'-{4-hydroxybut-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate

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Chemical Property of ethyl (E,E)-(S)-3-{4-[3-(4'-{4-hydroxybut-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate

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Technology Process of ethyl (E,E)-(S)-3-{4-[3-(4'-{4-hydroxybut-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate

There total 9 articles about ethyl (E,E)-(S)-3-{4-[3-(4'-{4-hydroxybut-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate 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: 99.0%

: 630110-17-7
ethyl (E,E)-(S)-3-{4-[3-(4'-{4-[tert-butyldimethylsilyloxy]but-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate

: 516518-53-9
ethyl (E,E)-(S)-3-{4-[3-(4'-{4-hydroxybut-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1021/jm0309046

Reference yield:

: 13329-40-3
4-Iodoacetophenone

: 516518-53-9
ethyl (E,E)-(S)-3-{4-[3-(4'-{4-hydroxybut-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaOEt / ethanol / 0.33 h

1.2: 92 percent / ethanol / 66 h / 80 °C

2.1: 100 percent / DIBAL-H / toluene; tetrahydrofuran / -15 - 20 °C

3.1: 75 percent / tetrakis(triphenylphosphine)palladium; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 18 h / 65 °C

4.1: 87 percent / imidazole / CH₂Cl₂ / 18 h / 20 °C

5.1: NaOEt / ethanol / 0.08 h

5.2: 81 percent / 24 h / 20 °C

6.1: 99 percent / DIBAL-H / toluene; tetrahydrofuran / 2.5 h / -70 - 20 °C

7.1: 76 g / azodicarboxylic dipiperidide; tributylphosphine / tetrahydrofuran / 0 - 20 °C

8.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributylphosphine; tetrabutyl ammonium fluoride; sodium ethanolate; diisobutylaluminium hydride; sodium carbonate; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; toluene; 1.2: Horner-Emmons reaction / 3.1: Suzuki reaction / 5.2: Horner-Emmons reaction / 7.1: Mitsunobu reaction;
DOI:10.1021/jm0309046

Reference yield:

: 149104-90-5
4-acetylphenylboronic acid

: 516518-53-9
ethyl (E,E)-(S)-3-{4-[3-(4'-{4-hydroxybut-2-en-2-yl}biphenyl-4-yl)but-2-en-1-yloxy]phenyl}-2-ethoxypropanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 75 percent / tetrakis(triphenylphosphine)palladium; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 18 h / 65 °C

2.1: 87 percent / imidazole / CH₂Cl₂ / 18 h / 20 °C

3.1: NaOEt / ethanol / 0.08 h

3.2: 81 percent / 24 h / 20 °C

4.1: 99 percent / DIBAL-H / toluene; tetrahydrofuran / 2.5 h / -70 - 20 °C

5.1: 76 g / azodicarboxylic dipiperidide; tributylphosphine / tetrahydrofuran / 0 - 20 °C

6.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributylphosphine; tetrabutyl ammonium fluoride; sodium ethanolate; diisobutylaluminium hydride; sodium carbonate; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; toluene; 1.1: Suzuki reaction / 3.2: Horner-Emmons reaction / 5.1: Mitsunobu reaction;
DOI:10.1021/jm0309046