2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate

Base Information

• Chemical Name: 2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate
• CAS No.: 150368-49-3
• Molecular Formula: C₃₅H₃₈N₆O₆
• Molecular Weight: 638.723
• Mol file: 150368-49-3.mol

Synonyms:2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate

Chemical Property of 2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate

There total 17 articles about 2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate 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:

2,6-Difluorobenzoic acid,ethyl ester (19064-14-3) → 2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate (150368-49-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 94 percent / nitric acid, conc. sulfuric acid / 0.5 h / Ambient temperature

2: 81 percent / 29percent aq. ammonium hydroxide / ethanol / 4 h

3: 84 percent / sodium hydroxide / 1 h / Ambient temperature

4: 100 percent / H₂ / 5percent Pd/C / ethyl acetate / 3 h / 2585.7 Torr

5: 75 percent / sodium bicarbonate / dimethylformamide / 1.) 90 deg C, 6 h, 2.) 130 deg C, overnight, 3.) 145 deg C, 4.5 h

6: 80 percent / manganese dioxide / tetrahydrofuran / Ambient temperature

7: 92 percent / NaOH, 18-crown-6-ether / toluene / 4 h / Heating

8: 66 percent / phosphorus oxychloride / 1 h / Heating

9: 84 percent / cesium carbonate / dimethylformamide / 70 °C

10: 1.) silver oxide, 4A molecular sieves / 1.) THF, RT, 5 min, 2.) THF, 65 deg C, 18 h

With manganese(IV) oxide; ammonium hydroxide; sodium hydroxide; 18-crown-6 ether; 4 A molecular sieve; sulfuric acid; hydrogen; nitric acid; sodium hydrogencarbonate; caesium carbonate; silver(l) oxide; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00068a010

Reference yield:

ethyl 2-amino-6-fluoro-3-nitrobenzoate (150368-37-9) → 2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate (150368-49-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 84 percent / sodium hydroxide / 1 h / Ambient temperature

2: 100 percent / H₂ / 5percent Pd/C / ethyl acetate / 3 h / 2585.7 Torr

3: 75 percent / sodium bicarbonate / dimethylformamide / 1.) 90 deg C, 6 h, 2.) 130 deg C, overnight, 3.) 145 deg C, 4.5 h

4: 80 percent / manganese dioxide / tetrahydrofuran / Ambient temperature

5: 92 percent / NaOH, 18-crown-6-ether / toluene / 4 h / Heating

6: 66 percent / phosphorus oxychloride / 1 h / Heating

7: 84 percent / cesium carbonate / dimethylformamide / 70 °C

8: 1.) silver oxide, 4A molecular sieves / 1.) THF, RT, 5 min, 2.) THF, 65 deg C, 18 h

With manganese(IV) oxide; sodium hydroxide; 18-crown-6 ether; 4 A molecular sieve; hydrogen; sodium hydrogencarbonate; caesium carbonate; silver(l) oxide; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00068a010

Reference yield:

ethyl 1-amino-6-ethoxy-3-nitrobenzoate (150368-38-0) → 2-methyl-1-(1-oxopropoxy)propyl-2-butyl-6-ethoxy-3-<<2'-1H-tetrazol-5-yl<1,1'-biphenyl>-4-yl>oxy>-5-quinoxalinecarboxylate (150368-49-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 100 percent / H₂ / 5percent Pd/C / ethyl acetate / 3 h / 2585.7 Torr

2: 75 percent / sodium bicarbonate / dimethylformamide / 1.) 90 deg C, 6 h, 2.) 130 deg C, overnight, 3.) 145 deg C, 4.5 h

3: 80 percent / manganese dioxide / tetrahydrofuran / Ambient temperature

4: 92 percent / NaOH, 18-crown-6-ether / toluene / 4 h / Heating

5: 66 percent / phosphorus oxychloride / 1 h / Heating

6: 84 percent / cesium carbonate / dimethylformamide / 70 °C

7: 1.) silver oxide, 4A molecular sieves / 1.) THF, RT, 5 min, 2.) THF, 65 deg C, 18 h

With manganese(IV) oxide; sodium hydroxide; 18-crown-6 ether; 4 A molecular sieve; hydrogen; sodium hydrogencarbonate; caesium carbonate; silver(l) oxide; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00068a010

upstream raw materials:

propanoic acid,1-chloro-2-methylpropyl ester

2-Butyl-6-ethoxy-3-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]oxy]quinoxaline-5-carboxylic acid

1-bromo-4-methoxy-benzene

o-cyanobromobenzene

Downstream raw materials:

2-Butyl-6-ethoxy-3-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]oxy]quinoxaline-5-carboxylic acid

Refernces

• 1、 Kyoung Soon Kim,Qian,Bird,Dickinson,Moreland,Schaeffer,Waldron,Delaney,Weller,Miller. "Quinoxaline N-oxide containing potent angiotensin II receptor antagonists: Synthesis, biological properties, and structure-activity relationships". . p. 2335 - 2342. Retrieved 2007/10/02.