2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester

Base Information

• Chemical Name: 2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester
• CAS No.: 917114-04-6
• Molecular Formula: C₃₀H₂₈F₃N₃O₇
• Molecular Weight: 599.563
• Mol file: 917114-04-6.mol

Synonyms:2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester

Chemical Property of 2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester

There total 12 articles about 2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl 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:

3-(tert-butyl) 1-methyl 4-hydroxyisophthalate (576170-38-2) → 2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester (917114-04-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 13.3 g / pyridine / CH₂Cl₂ / 0.5 h / 20 °C

2.1: bis(pinacolato)diboron; PPh₃; AcOK / PdCl₂(PPh₃)2 / toluene / Heating

2.2: 74 percent / Na₂CO₃ / Pd(PPh₃)2 / toluene / Heating

3.1: 72 percent / Fe; AcOH / 1 h / 60 °C

4.1: 70 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

5.1: 83 percent / K₂CO₃ / butan-2-one / 4 h / 60 °C

6.1: 97 percent / H₂ / Pd/C / methanol / 12 h / 20 °C

7.1: 4.34 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 60 °C

With pyridine; hydrogen; potassium acetate; iron; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; bis(pinacol)diborane; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; butanone; 2.2: Suzuki coupling;

DOI:10.1016/j.bmc.2006.09.071

Reference yield:

3-tert-butyl 1-methyl 4-{[(trifluoromethyl)sulfonyl]oxy}isophthalate (790230-23-8) → 2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester (917114-04-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: bis(pinacolato)diboron; PPh₃; AcOK / PdCl₂(PPh₃)2 / toluene / Heating

1.2: 74 percent / Na₂CO₃ / Pd(PPh₃)2 / toluene / Heating

2.1: 72 percent / Fe; AcOH / 1 h / 60 °C

3.1: 70 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

4.1: 83 percent / K₂CO₃ / butan-2-one / 4 h / 60 °C

5.1: 97 percent / H₂ / Pd/C / methanol / 12 h / 20 °C

6.1: 4.34 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 60 °C

With pyridine; hydrogen; potassium acetate; iron; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; bis(pinacol)diborane; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; butanone; 1.2: Suzuki coupling;

DOI:10.1016/j.bmc.2006.09.071

Reference yield:

benzyl 5-nitro-2-{[(trifluoromethyl)sulfonyl]oxy}benzoate (239463-01-5) → 2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester (917114-04-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: bis(pinacolato)diboron; PPh₃; AcOK / PdCl₂(PPh₃)2 / toluene / Heating

1.2: 74 percent / Na₂CO₃ / Pd(PPh₃)2 / toluene / Heating

2.1: 72 percent / Fe; AcOH / 1 h / 60 °C

3.1: 70 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

4.1: 83 percent / K₂CO₃ / butan-2-one / 4 h / 60 °C

5.1: 97 percent / H₂ / Pd/C / methanol / 12 h / 20 °C

6.1: 4.34 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazole / dimethylformamide / 12 h / 60 °C

With pyridine; hydrogen; potassium acetate; iron; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; bis(pinacol)diborane; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; butanone; 1.2: Suzuki coupling;

DOI:10.1016/j.bmc.2006.09.071

upstream raw materials:

2'-(tert-butoxycarbonyl)-4'-(methoxycarbonyl)-4-[methyl(trifluoroacetyl)amino]biphenyl-2-carboxylic acid

3-Aminobenzamide

3-(tert-butyl) 1-methyl 4-hydroxyisophthalate

3-tert-butyl 1-methyl 4-{[(trifluoromethyl)sulfonyl]oxy}isophthalate

Downstream raw materials:

2'-(3-carbamoyl-phenylcarbamoyl)-4-(1-carboxy-3-methyl-butylcarbamoyl)-4'-methylamino-biphenyl-2-carboxylic acid tert-butyl ester

4-(1-carbamoyl-3-methyl-butylcarbamoyl)-2'-(3-carbamoyl-phenylcarbamoyl)-4'-methylamino-biphenyl-2-carboxylic acid tert-butyl ester

2'-(3-carbamoyl-phenylcarbamoyl)-4-(1-hydroxymethyl-3-methyl-butylcarbamoyl)-4'-methylamino-biphenyl-2-carboxylic acid tert-butyl ester

2'-({[3-(aminocarbonyl)phenyl]amino}carbonyl)-2-(tert-butoxycarbonyl)-4'-(methylamino)biphenyl-4-carboxylic acid