C₃₅H₂₄N₆O₆

Base Information

• Chemical Name: C₃₅H₂₄N₆O₆
• CAS No.: 1447274-27-2
• Molecular Formula: C₃₅H₂₄N₆O₆
• Molecular Weight: 624.612
• Mol file: 1447274-27-2.mol

Synonyms:C₃₅H₂₄N₆O₆

Chemical Property of C₃₅H₂₄N₆O₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₅H₂₄N₆O₆

There total 16 articles about C₃₅H₂₄N₆O₆ 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: 27.0%

(S)-2'-(3'-(4-((2-amino-3-phenylpropanamido)methyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazol]-4-carboxylic acid trifluoroacetate (1447274-26-1) → C35H24N6O6 (1447274-27-2)

Guidance literature:

With 2,6-dimethylpyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2013.05.033

Reference yield:

3-bromobenzoyl chloride (1711-09-7) → C35H24N6O6 (1447274-27-2)

Guidance literature:

Multi-step reaction with 11 steps

1.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

2.1: pyridine hydrogenfluoride / tetrahydrofuran; pyridine / 18 h / 20 °C / Inert atmosphere

3.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; Bromotrichloromethane / dichloromethane / 20 °C / Inert atmosphere

5.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene / 95 °C / Inert atmosphere

6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 3 h / 0 °C / Inert atmosphere

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.08 h / Inert atmosphere

8.2: 20 °C / Inert atmosphere

9.1: lithium hydroxide / tetrahydrofuran; water / 4 h / 20 °C / Inert atmosphere

10.1: dichloromethane / 2 h / 0 °C / Inert atmosphere

11.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 2,6-dimethylpyridine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; Bromotrichloromethane; diethylamino-sulfur trifluoride; potassium carbonate; benzotriazol-1-ol; caesium carbonate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water; N,N-dimethyl-formamide; toluene; 6.1: |Suzuki Coupling;

DOI:10.1016/j.bmc.2013.05.033

Reference yield:

methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate (1447274-00-1) → C35H24N6O6 (1447274-27-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: pyridine hydrogenfluoride / tetrahydrofuran; pyridine / 18 h / 20 °C / Inert atmosphere

2.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; Bromotrichloromethane / dichloromethane / 20 °C / Inert atmosphere

4.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene / 95 °C / Inert atmosphere

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / water; 1,4-dioxane / 4 h / 90 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 3 h / 0 °C / Inert atmosphere

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.08 h / Inert atmosphere

7.2: 20 °C / Inert atmosphere

8.1: lithium hydroxide / tetrahydrofuran; water / 4 h / 20 °C / Inert atmosphere

9.1: dichloromethane / 2 h / 0 °C / Inert atmosphere

10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 2,6-dimethylpyridine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; Bromotrichloromethane; diethylamino-sulfur trifluoride; potassium carbonate; benzotriazol-1-ol; caesium carbonate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water; N,N-dimethyl-formamide; toluene; 5.1: |Suzuki Coupling;

DOI:10.1016/j.bmc.2013.05.033

upstream raw materials:

3-bromobenzoyl chloride

methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate

methyl 2-(1-(3-bromobenzamido)-2-hydroxyethyl)oxazole-4-carboxylate

methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-carboxylate