(1-{4-[(biphenyl-4-carbonyl)-amino]-phenyl}-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (1-{4-[(biphenyl-4-carbonyl)-amino]-phenyl}-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl ester
• CAS No.: 863401-88-1
• Molecular Formula: C₂₉H₃₃N₃O₃
• Molecular Weight: 471.599
• Mol file: 863401-88-1.mol

Synonyms:(1-{4-[(biphenyl-4-carbonyl)-amino]-phenyl}-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl ester

Chemical Property of (1-{4-[(biphenyl-4-carbonyl)-amino]-phenyl}-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-{4-[(biphenyl-4-carbonyl)-amino]-phenyl}-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl ester

There total 4 articles about (1-{4-[(biphenyl-4-carbonyl)-amino]-phenyl}-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl 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 [1-(4-aminophenyl)pyrrolidin-3-yl]methylcarbamate (643087-83-6) + 4-biphenyl-carboxylic acid chloride (14002-51-8) → (1-{4-[(biphenyl-4-carbonyl)-amino]-phenyl}-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl ester (863401-88-1)

Guidance literature:

With triethylamine; In dichloromethane; for 2h;

DOI:10.1016/j.bmcl.2005.05.130

Reference yield:

methyl-[1-(4-nitro-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (863401-75-6) → (1-{4-[(biphenyl-4-carbonyl)-amino]-phenyl}-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl ester (863401-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / H₂ / Pd/C / tetrahydrofuran / 5 h

2: 74 percent / Et₃N / CH₂Cl₂ / 2 h

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2005.05.130

Reference yield:

3-<(t-butyloxycarbonyl)methylamino>-pyrrolidine (169750-01-0,172478-00-1) → (1-{4-[(biphenyl-4-carbonyl)-amino]-phenyl}-pyrrolidin-3-yl)-methyl-carbamic acid tert-butyl ester (863401-88-1)

Guidance literature:

Multi-step reaction with 3 steps

1: dimethylsulfoxide / 1 h / 20 °C

2: 100 percent / H₂ / Pd/C / tetrahydrofuran / 5 h

3: 74 percent / Et₃N / CH₂Cl₂ / 2 h

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2005.05.130

upstream raw materials:

tert-butyl [1-(4-aminophenyl)pyrrolidin-3-yl]methylcarbamate

4-biphenyl-carboxylic acid chloride

methyl-[1-(4-nitro-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

3-<(t-butyloxycarbonyl)methylamino>-pyrrolidine

Downstream raw materials:

biphenyl-4-carboxylic acid [4-(3-methylamino-pyrrolidin-1-yl)-phenyl]-amide