(2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate

Base Information

• Chemical Name: (2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate
• CAS No.: 1095173-26-4
• Molecular Formula: C₂₅H₃₀N₆O₄
• Molecular Weight: 478.551
• Mol file: 1095173-26-4.mol

Synonyms:(2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate

Chemical Property of (2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate

There total 6 articles about (2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate 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: 93.0%

(2R,4R)-1-(tert-butoxycarbonyl)-4-(3-(4-cyanophenyl)ureido)piperidine-2-carboxylic acid (1095173-20-8) + 1,2-diamino-benzene (95-54-5) → (2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate (1095173-26-4)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

Reference yield:

(2R,4R)-1-tert-butyl 2-methyl 4-azidopiperidine-1,2-dicarboxylate (1095173-08-2) → (2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate (1095173-26-4)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 20 h / 20 °C / 2585.81 Torr

2: triethylamine / tetrahydrofuran / 6 h / 20 °C

3: water; lithium hydroxide / tetrahydrofuran; methanol / 18 h / 20 °C

4: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 8 h / 20 °C

With palladium 10% on activated carbon; water; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/ml2002423

Reference yield:

(2R,4R)-1-tert-butyl 2-methyl 4-(3-(4-cyanophenyl)ureido)piperidine-1,2-dicarboxylate (1095173-19-5) → (2R,4R)-tert-butyl 2-((2-aminophenyl)carbamoyl)-4-(3-(4-cyanophenyl)ureido)piperidine-1-carboxylate (1095173-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: water; lithium hydroxide / tetrahydrofuran; methanol / 18 h / 20 °C

2: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 8 h / 20 °C

With water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/ml2002423

upstream raw materials:

(2R,4R)-1-(tert-butoxycarbonyl)-4-(3-(4-cyanophenyl)ureido)piperidine-2-carboxylic acid

1,2-diamino-benzene

(2R,4R)-1-tert-butyl 2-methyl 4-azidopiperidine-1,2-dicarboxylate

(2R,4R)-1-tert-butyl 2-methyl 4-aminopiperidine-1,2-dicarboxylate

Downstream raw materials:

1-[(2R,4R)-2-(1H-benzimidazol-2-yl)-1-methylpiperidin-4-yl]-3-(4-cyanophenyl)urea hydrochloride

1-((2R,4R)-2-(1H-benzo[d]imidazol-2-yl)-1-methylpiperidin-4-yl)-3-(4-cyanophenyl)urea