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

Base Information

• Chemical Name: 2'-({[3-(aminocarbonyl)phenyl]amino}carbonyl)-2-(tert-butoxycarbonyl)-4'-(methylamino)biphenyl-4-carboxylic acid
• CAS No.: 917113-89-4
• Molecular Formula: C₂₇H₂₇N₃O₆
• Molecular Weight: 489.528

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 14 articles about 2'-({[3-(aminocarbonyl)phenyl]amino}carbonyl)-2-(tert-butoxycarbonyl)-4'-(methylamino)biphenyl-4-carboxylic acid 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: 100.0%

2'-(3-carbamoyl-phenylcarbamoyl)-4'-(methyl-trifluoroacetyl-amino)-biphenyl-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester (917114-04-6) → 2'-({[3-(aminocarbonyl)phenyl]amino}carbonyl)-2-(tert-butoxycarbonyl)-4'-(methylamino)biphenyl-4-carboxylic acid (917113-89-4)

Guidance literature:

With sodium hydroxide; In methanol; water; for 2h; Heating;

DOI:10.1016/j.bmc.2006.09.071

Reference yield:

3-(tert-butyl) 1-methyl 4-hydroxyisophthalate (576170-38-2) → 2'-({[3-(aminocarbonyl)phenyl]amino}carbonyl)-2-(tert-butoxycarbonyl)-4'-(methylamino)biphenyl-4-carboxylic acid (917113-89-4)

Guidance literature:

Multi-step reaction with 8 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

8.1: 100 percent / NaOH / methanol; H₂O / 2 h / Heating

With pyridine; sodium hydroxide; 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; water; 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-(aminocarbonyl)phenyl]amino}carbonyl)-2-(tert-butoxycarbonyl)-4'-(methylamino)biphenyl-4-carboxylic acid (917113-89-4)

Guidance literature:

Multi-step reaction with 7 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

7.1: 100 percent / NaOH / methanol; H₂O / 2 h / Heating

With pyridine; sodium hydroxide; 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; water; N,N-dimethyl-formamide; toluene; butanone; 1.2: Suzuki coupling;

DOI:10.1016/j.bmc.2006.09.071

upstream raw materials:

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

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

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

benzyl 5-nitro-2-{[(trifluoromethyl)sulfonyl]oxy}benzoate

Downstream raw materials:

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

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