5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole

Base Information

• Chemical Name: 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole
• CAS No.: 1400933-91-6
• Molecular Formula: C₄₁H₃₇ClN₆O
• Molecular Weight: 665.237
• Mol file: 1400933-91-6.mol

Synonyms:5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole

Chemical Property of 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole

There total 14 articles about 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole 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: 86.0%

5-butyl-2-hydroxymethyl-1-<<2'-<(N-triphenylmethyl)tetrazol-5-yl>biphenyl-4-yl>methyl>imidazole (155091-95-5) → 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole (1400933-91-6)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; at 70 ℃; for 8h;

DOI:10.1016/j.ejmech.2012.07.040

Reference yield:

benzonitrile (100-47-0) → 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole (1400933-91-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexane / 0.08 h / -78 - -10 °C / Inert atmosphere

1.2: 5 h / -78 - 20 °C / Inert atmosphere

2.1: toluene / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; toluene / 4 h / 100 °C / Inert atmosphere

4.1: trimethylsilylazide; trifluoroacetic acid / 36 h / 120 °C / Sealed tube

5.1: triethylamine / dichloromethane / 1 h / 20 °C

6.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux

7.1: acetonitrile / 3 h / 70 °C / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 85 °C / Sealed tube

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 8 h / Inert atmosphere; Reflux

10.1: N-chloro-succinimide / N,N-dimethyl-formamide / 8 h / 70 °C

With N-chloro-succinimide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; trimethylsilylazide; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 3.1: |Suzuki Coupling;

DOI:10.1016/j.ejmech.2012.07.040

Reference yield:

5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole (120568-11-8) → 5-butyl-4-chloro-2-hydroxymethyl-1-[[(2'-(2-trityl)-2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole (1400933-91-6)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 1 h / 20 °C

2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux

3: acetonitrile / 12 h / 70 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 8 h / Inert atmosphere; Reflux

5: N-chloro-succinimide / N,N-dimethyl-formamide / 8 h / 70 °C

With N-chloro-succinimide; N-Bromosuccinimide; tetrabutyl ammonium fluoride; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.ejmech.2012.07.040

upstream raw materials:

benzonitrile

5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole

4-n-Butyl-imidazole

2-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

Downstream raw materials:

5-butyl-4-chloro-2-hydroxymethyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole