1-Piperidinecarboxylic acid, 4-[3-[2-[(4-chlorophenoxy)methyl]-4-methyl-1H-benzimidazol-1-yl]propyl] -, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 4-[3-[2-[(4-chlorophenoxy)methyl]-4-methyl-1H-benzimidazol-1-yl]propyl] -, 1,1-dimethylethyl ester
• CAS No.: 193626-34-5
• Molecular Formula: C28H36ClN3O3
• Molecular Weight: 498.065
• Mol file: 193626-34-5.mol

Synonyms:

Chemical Property of 1-Piperidinecarboxylic acid, 4-[3-[2-[(4-chlorophenoxy)methyl]-4-methyl-1H-benzimidazol-1-yl]propyl] -, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 4-[3-[2-[(4-chlorophenoxy)methyl]-4-methyl-1H-benzimidazol-1-yl]propyl] -, 1,1-dimethylethyl ester

There total 6 articles about 1-Piperidinecarboxylic acid, 4-[3-[2-[(4-chlorophenoxy)methyl]-4-methyl-1H-benzimidazol-1-yl]propyl] -, 1,1-dimethylethyl ester 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: 74.0%

tert-butyl 4-(3-bromopropyl)piperidine-1-carboxylate (164149-27-3) + 2-(4-chlorophenoxymethyl)-4-methylbenzimidazole (193629-32-2) → 1-(3-(4-(N-BOC-piperidyl))propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole (193626-34-5) + 4-{3-[2-(4-chloro-phenoxymethyl)-7-methyl-benzoimidazol-1-yl]-propyl}-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃; for 6h;

DOI:10.1016/S0040-4020(99)00683-3

Reference yield:

4-(3-Hydroxypropyl)pyridine (2629-72-3) → 1-(3-(4-(N-BOC-piperidyl))propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole (193626-34-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / hydrogen / Rh/C / ethanol / 24 h / 60 °C / 3102.89 Torr

2: 57 percent / potassium carbonate / tetrahydrofuran; H₂O / 5 - 20 °C

3: 90 percent / triphenylphosphine; bromine; pyridine / CH₂Cl₂

4: 74 percent / sodium hydride / dimethylformamide; various solvent(s) / 6 h / 60 °C

With pyridine; hydrogen; bromine; sodium hydride; potassium carbonate; triphenylphosphine; Rh on carbon; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Catalytic hydrogenation / 2: Acylation / 3: Bromination / 4: Alkylation;

DOI:10.1016/S0040-4020(99)00683-3

Reference yield:

tert-butyl 4-(3-bromopropyl)piperidine-1-carboxylate (164149-27-3) + 2-(4-chlorophenoxymethyl)-4-methylbenzimidazole (193629-32-2) → 1-(3-(4-(N-BOC-piperidyl))propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole (193626-34-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; for 6h;

DOI:10.1016/S0960-894X(98)00048-1

upstream raw materials:

tert-butyl 4-(3-bromopropyl)piperidine-1-carboxylate

2-(4-chlorophenoxymethyl)-4-methylbenzimidazole

3-(piperidin-4-yl)propan-1-ol

4-(3-Hydroxypropyl)pyridine

Downstream raw materials:

2-(4-chloro-phenoxymethyl)-1-{3-[1-(3-[1,3]dioxolan-2-yl-propyl)-piperidin-4-yl]-propyl}-4-methyl-1H-benzoimidazole

1-(3-(4-(1-N-BOC-3-aminopropyl)piperidyl)propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole