N₁-[3-(thiophen-2-yl)butanoyl]-N₂-[3-(1-trityl-1H-Imidazol-2-yl)propyl]guanidine

Base Information

• Chemical Name: N₁-[3-(thiophen-2-yl)butanoyl]-N₂-[3-(1-trityl-1H-Imidazol-2-yl)propyl]guanidine
• CAS No.: 1555939-30-4
• Molecular Formula: C₃₄H₃₅N₅OS
• Molecular Weight: 561.751
• Mol file: 1555939-30-4.mol

Synonyms:N₁-[3-(thiophen-2-yl)butanoyl]-N₂-[3-(1-trityl-1H-Imidazol-2-yl)propyl]guanidine

Chemical Property of N₁-[3-(thiophen-2-yl)butanoyl]-N₂-[3-(1-trityl-1H-Imidazol-2-yl)propyl]guanidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₁-[3-(thiophen-2-yl)butanoyl]-N₂-[3-(1-trityl-1H-Imidazol-2-yl)propyl]guanidine

There total 4 articles about N₁-[3-(thiophen-2-yl)butanoyl]-N₂-[3-(1-trityl-1H-Imidazol-2-yl)propyl]guanidine 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: 55.0%

(+/-)-3-(2-thienyl)butanoic acid (77270-48-5) + N-[3-(1-trityl-1H-imidazol-2-yl)propyl]guanidine (1555938-77-6) → N1-[3-(thiophen-2-yl)butanoyl]-N2-[3-(1-trityl-1H-Imidazol-2-yl)propyl]guanidine (1555939-30-4)

Guidance literature:

With sodium hydride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; mineral oil; at 20 - 35 ℃; for 6.75h; Inert atmosphere;

DOI:10.1039/c3md00245d

Reference yield:

2-methyl-1-tritylimidazole (23593-68-2) → N1-[3-(thiophen-2-yl)butanoyl]-N2-[3-(1-trityl-1H-Imidazol-2-yl)propyl]guanidine (1555939-30-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

3.1: hydrogen; palladium 10% on activated carbon / methanol / 3 h / 20 °C

4.1: sodium hydride; 1,1'-carbonyldiimidazole / tetrahydrofuran; mineral oil / 6.75 h / 20 - 35 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium hydride; triphenylphosphine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; hexane; mineral oil;

DOI:10.1039/c3md00245d

Reference yield:

N1,N2-bis(benzyloxycarbonyl)-N1-[3-(1-trityl-1H-imidazol-2-yl)propyl]guanidine (1555938-57-2) → N1-[3-(thiophen-2-yl)butanoyl]-N2-[3-(1-trityl-1H-Imidazol-2-yl)propyl]guanidine (1555939-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; palladium 10% on activated carbon / methanol / 3 h / 20 °C

2: sodium hydride; 1,1'-carbonyldiimidazole / tetrahydrofuran; mineral oil / 6.75 h / 20 - 35 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; mineral oil;

DOI:10.1039/c3md00245d

upstream raw materials:

N₁,N₂-bis(benzyloxycarbonyl)-N₁-[3-(1-trityl-1H-imidazol-2-yl)propyl]guanidine

(+/-)-3-(2-thienyl)butanoic acid

N-[3-(1-trityl-1H-imidazol-2-yl)propyl]guanidine

2-methyl-1-tritylimidazole