3-(4-((1H-Imidazol-1-YL)methyl)phenyl)-N-(tert-butyl)-5-isobutylthiophene-2-sulfonamide

Base Information

• Chemical Name: 3-(4-((1H-Imidazol-1-YL)methyl)phenyl)-N-(tert-butyl)-5-isobutylthiophene-2-sulfonamide
• CAS No.: 477775-35-2
• Molecular Formula: C₂₂H₂₉N₃O₂S₂
• Molecular Weight: 431.623
• DSSTox Substance ID: DTXSID20465293
• Wikidata: Q82291126
• Mol file: 477775-35-2.mol

Synonyms:477775-35-2;3-(4-((1H-IMIDAZOL-1-YL)METHYL)PHENYL)-N-(TERT-BUTYL)-5-ISOBUTYLTHIOPHENE-2-SULFONAMIDE;N-tert-butyl-3-[4-(imidazol-1-ylmethyl)phenyl]-5-(2-methylpropyl)thiophene-2-sulfonamide;2-ThiophenesulfonaMide, N-(1,1-diMethylethyl)-3-[4-(1H-iMidazol-1-ylMethyl)phenyl]-5-(2-Methylpropyl)-;3-(4-Imidazol-1-ylmethylphenyl)-5-iso-butyl-N-tert-butylthiophene-2-sulfonamide;SCHEMBL708771;DTXSID20465293;UMXGPPLQCIQHOI-UHFFFAOYSA-N;CUA77535;3-(4-imidazol-1-ylmethylphenyl)-5-iso-butylthiophene-2-sulfonic acid tert-butylamide;N-(t-butyl)-3-[4-(1h-imidazol-1-ylmethyl)phenyl]-5-isobutylthiophene-2-sulfonamide

Chemical Property of 3-(4-((1H-Imidazol-1-YL)methyl)phenyl)-N-(tert-butyl)-5-isobutylthiophene-2-sulfonamide

Chemical Property:

• Boiling Point: 578.2±60.0 °C(Predicted)
• PKA: 11.90±0.50(Predicted)
• Density: 1.20±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 431.17011952
• Heavy Atom Count: 29
• Complexity: 619

Purity/Quality:

95+% ^*data from raw suppliers

3-(4-((1H-Imidazol-1-yl)methyl)phenyl)-N-(tert-butyl)-5-isobutylthiophene-2-sulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC1=CC(=C(S1)S(=O)(=O)NC(C)(C)C)C2=CC=C(C=C2)CN3C=CN=C3

Technology Process of 3-(4-((1H-Imidazol-1-YL)methyl)phenyl)-N-(tert-butyl)-5-isobutylthiophene-2-sulfonamide

There total 5 articles about 3-(4-((1H-Imidazol-1-YL)methyl)phenyl)-N-(tert-butyl)-5-isobutylthiophene-2-sulfonamide 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: 75.0%

1-bromo-4-(imidazol-1-ylmethyl)benzene (72459-46-2) + 5-isobutyl-2 -(tert-butylaminosulfonyl)-3-thiopheneboronic acid (163520-14-7) → 3-(4-imidazol-1-ylmethylphenyl)-5-isobutyl-N-tert-butylthiophene-2-sulfonamide (477775-35-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; at 150 ℃; for 0.0833333h; microwave irradiation;

DOI:10.1021/jm049715t

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → 3-(4-imidazol-1-ylmethylphenyl)-5-isobutyl-N-tert-butylthiophene-2-sulfonamide (477775-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / dimethylsulfoxide / 2 h

1.2: 64 percent / dimethylsulfoxide / 1 h

2.1: 75 percent / aq. Na₂CO₃; Pd(PPh₃)4 / ethanol; toluene / 0.08 h / 150 °C / microwave irradiation

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; dimethyl sulfoxide; toluene; 2.1: Suzuki coupling;

DOI:10.1021/jm049715t

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → 3-(4-imidazol-1-ylmethylphenyl)-5-isobutyl-N-tert-butylthiophene-2-sulfonamide (477775-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / N,N-dimethyl-formamide / 16 h / Reflux

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydroxide / water; toluene / 3 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hydroxide; sodium hydroxide; In water; N,N-dimethyl-formamide; toluene; 2: |Suzuki-Miyaura Coupling;

DOI:10.1002/open.201600091

upstream raw materials:

1-bromo-4-(imidazol-1-ylmethyl)benzene

5-isobutyl-2 -(tert-butylaminosulfonyl)-3-thiopheneboronic acid

1-bromomethyl-4-bromobenzene

thiophene-2-sulfonic acid tert-butylamide

Downstream raw materials:

MO 24

3-[4-[(1H-imidazol-1-yl)methyl]phenyl]-5-isobutylthiophene-2-sulfonamide

Refernces

• 1、 Stevens, Marc Y.,Chow, Shiao Y.,Estrada, Sergio,Eriksson, Jonas,Asplund, Veronika,Orlova, Anna,Mitran, Bogdan,Antoni, Gunnar,Larhed, Mats,?berg, Ola,Odell, Luke R.. "Synthesis of 11C-labeled Sulfonyl Carbamates through a Multicomponent Reaction Employing Sulfonyl Azides, Alcohols, and [11C]CO". . p. 566 - 573. Retrieved 2016/12/22.