(E)-2-Methyl-3-{4-[(methyl-phenethyl-carbamoyl)-methyl]-biphenyl-2-yl}-acrylic acid ethyl ester

Base Information

Chemical Name:(E)-2-Methyl-3-{4-[(methyl-phenethyl-carbamoyl)-methyl]-biphenyl-2-yl}-acrylic acid ethyl ester
CAS No.:181268-83-7
Molecular Formula:C₂₉H₃₁NO₃
Molecular Weight:441.57
Hs Code.:

Synonyms:(E)-2-Methyl-3-{4-[(methyl-phenethyl-carbamoyl)-methyl]-biphenyl-2-yl}-acrylic acid ethyl ester

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Chemical Property of (E)-2-Methyl-3-{4-[(methyl-phenethyl-carbamoyl)-methyl]-biphenyl-2-yl}-acrylic acid ethyl ester

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Technology Process of (E)-2-Methyl-3-{4-[(methyl-phenethyl-carbamoyl)-methyl]-biphenyl-2-yl}-acrylic acid ethyl ester

There total 14 articles about (E)-2-Methyl-3-{4-[(methyl-phenethyl-carbamoyl)-methyl]-biphenyl-2-yl}-acrylic 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:

: 35450-36-3
methyl 2-bromo-5-methoxybenzoate

: 181268-83-7
(E)-2-Methyl-3-{4-[(methyl-phenethyl-carbamoyl)-methyl]-biphenyl-2-yl}-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 91 percent / K₂CO₃, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / toluene; methanol; H₂O / 24 h / 80 °C

2: 60 percent / HBr, AcOH / 24 h / 118 °C

3: 81 percent / HCl / Ambient temperature

4: 98.7 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

5: 78 percent / LiCl, PdCl₂(Ph₃P)2 / dimethylformamide / 12 h / Ambient temperature

6: DIBAL-H / CH₂Cl₂ / 4 h / Ambient temperature

7: imidazole / dimethylformamide / 12 h / Ambient temperature

8: 1.) 9-BBN, 2.) 1 N aq. NaOH, 30percent H₂O₂ / 1.) THF, RT, 12 h, 2.) THF, 30 min

9: CrO₃, H₂SO₄ / acetone / 0 °C

10: CH₂Cl₂ / 1 h / Ambient temperature

11: CH₂Cl₂ / 24 h / Ambient temperature

12: 85.6 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h

13: 95 percent / MnO₂ / CH₂Cl₂ / 48 h / Ambient temperature

14: 1.) NaH / 1.) THF, RT, 1 h, 2.) THF, 12 h

With pyridine; 1H-imidazole; chromium(VI) oxide; hydrogenchloride; manganese(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen bromide; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/jm9506985

Reference yield:

: 52108-18-6
4-hydroxy-biphenyl-2-carboxylic acid

: 181268-83-7
(E)-2-Methyl-3-{4-[(methyl-phenethyl-carbamoyl)-methyl]-biphenyl-2-yl}-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 81 percent / HCl / Ambient temperature

2: 98.7 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

3: 78 percent / LiCl, PdCl₂(Ph₃P)2 / dimethylformamide / 12 h / Ambient temperature

4: DIBAL-H / CH₂Cl₂ / 4 h / Ambient temperature

5: imidazole / dimethylformamide / 12 h / Ambient temperature

6: 1.) 9-BBN, 2.) 1 N aq. NaOH, 30percent H₂O₂ / 1.) THF, RT, 12 h, 2.) THF, 30 min

7: CrO₃, H₂SO₄ / acetone / 0 °C

8: CH₂Cl₂ / 1 h / Ambient temperature

9: CH₂Cl₂ / 24 h / Ambient temperature

10: 85.6 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h

11: 95 percent / MnO₂ / CH₂Cl₂ / 48 h / Ambient temperature

12: 1.) NaH / 1.) THF, RT, 1 h, 2.) THF, 12 h

With pyridine; 1H-imidazole; chromium(VI) oxide; hydrogenchloride; manganese(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; sulfuric acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm9506985

Reference yield:

: 181268-54-2
2-phenyl-5-vinylbenzyl alcohol

: 181268-83-7
(E)-2-Methyl-3-{4-[(methyl-phenethyl-carbamoyl)-methyl]-biphenyl-2-yl}-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: imidazole / dimethylformamide / 12 h / Ambient temperature

2: 1.) 9-BBN, 2.) 1 N aq. NaOH, 30percent H₂O₂ / 1.) THF, RT, 12 h, 2.) THF, 30 min

3: CrO₃, H₂SO₄ / acetone / 0 °C

4: CH₂Cl₂ / 1 h / Ambient temperature

5: CH₂Cl₂ / 24 h / Ambient temperature

6: 85.6 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h

7: 95 percent / MnO₂ / CH₂Cl₂ / 48 h / Ambient temperature

8: 1.) NaH / 1.) THF, RT, 1 h, 2.) THF, 12 h

With 1H-imidazole; chromium(VI) oxide; manganese(IV) oxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; sulfuric acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm9506985