N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-[N'(m-carboxylphenyl)uridomethylcarbamoyl]aniline

Base Information

• Chemical Name: N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-[N'(m-carboxylphenyl)uridomethylcarbamoyl]aniline
• CAS No.: 171724-74-6
• Molecular Formula: C₃₆H₄₀N₄O₉
• Molecular Weight: 672.735
• Mol file: 171724-74-6.mol

Synonyms:N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-[N'(m-carboxylphenyl)uridomethylcarbamoyl]aniline

Chemical Property of N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-[N'(m-carboxylphenyl)uridomethylcarbamoyl]aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-[N'(m-carboxylphenyl)uridomethylcarbamoyl]aniline

There total 8 articles about N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-[N'(m-carboxylphenyl)uridomethylcarbamoyl]aniline 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: 78.0%

N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-{N'[m-(2-propenyloxycarbonyl)phenyl]uridomethylcarbamoyl}aniline (171724-73-5) → N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-[N'(m-carboxylphenyl)uridomethylcarbamoyl]aniline (171724-74-6)

Guidance literature:

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In dichloromethane; at 0 ℃;

DOI:10.1016/S0968-0896(97)00104-1

Reference yield:

1-benzyloxycarbonylpiperidine-4-carboxylic acid (10314-98-4) → N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-[N'(m-carboxylphenyl)uridomethylcarbamoyl]aniline (171724-74-6)

Guidance literature:

Multi-step reaction with 6 steps

1: SOCl₂

2: 81 percent / Pd(CH₃CN)2Cl₂ / toluene / 0.5 h / 50 °C

3: 99 percent / CF₃CO₂H, anisole / CH₂Cl₂ / 1 h / 0 °C

4: 65 percent

5: 20 percent / K₂CO₃, KI, nBu₄NBr / dimethylformamide

6: 78 percent / Pd(PPh₃)4, PPh₃, pyrrolidine / CH₂Cl₂ / 0 °C

With pyrrolidine; dichloro bis(acetonitrile) palladium(II); tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; tetrabutylammomium bromide; potassium carbonate; methoxybenzene; triphenylphosphine; trifluoroacetic acid; potassium iodide; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0968-0896(97)00104-1

Reference yield:

benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate (10314-99-5) → N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-[N'(m-carboxylphenyl)uridomethylcarbamoyl]aniline (171724-74-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 81 percent / Pd(CH₃CN)2Cl₂ / toluene / 0.5 h / 50 °C

2: 99 percent / CF₃CO₂H, anisole / CH₂Cl₂ / 1 h / 0 °C

3: 65 percent

4: 20 percent / K₂CO₃, KI, nBu₄NBr / dimethylformamide

5: 78 percent / Pd(PPh₃)4, PPh₃, pyrrolidine / CH₂Cl₂ / 0 °C

With pyrrolidine; dichloro bis(acetonitrile) palladium(II); tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; potassium carbonate; methoxybenzene; triphenylphosphine; trifluoroacetic acid; potassium iodide; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0968-0896(97)00104-1

upstream raw materials:

N-(tert-butoxycarbonylmethyl)-2-[4-(N-Cbz-piperidino)carbonyl]-N-{N'[m-(2-propenyloxycarbonyl)phenyl]uridomethylcarbamoyl}aniline

1-benzyloxycarbonylpiperidine-4-carboxylic acid

benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate

N'-[m-(2-propenyloxycarbonyl)phenyl]ureidoacetic acid