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

Base Information

• Chemical Name: Methyl-[1-(4-nitro-phenyl)-pyrrolidin-3-yl]-carbaMic acid tert-butyl ester
• CAS No.: 863401-75-6
• Molecular Formula: C16H23N3O4
• Molecular Weight: 321.37152
• Mol file: 863401-75-6.mol

Synonyms:Methyl-[1-(4-nitro-phenyl)-pyrrolidin-3-yl]-carbaMic acid tert-butyl ester;tert-Butyl Methyl(1-(4-nitrophenyl)pyrrolidin-3-yl)carbaMate

Chemical Property of Methyl-[1-(4-nitro-phenyl)-pyrrolidin-3-yl]-carbaMic acid tert-butyl ester

Chemical Property:

• PSA: 78.60000
• LogP: 3.62860
• Storage Temp.: 2-8°C

Purity/Quality:

95+% ^*data from raw suppliers

tert-Butylmethyl(1-(4-nitrophenyl)pyrrolidin-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl-[1-(4-nitro-phenyl)-pyrrolidin-3-yl]-carbaMic acid tert-butyl ester

There total 1 articles about Methyl-[1-(4-nitro-phenyl)-pyrrolidin-3-yl]-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:

3-<(t-butyloxycarbonyl)methylamino>-pyrrolidine (169750-01-0,172478-00-1) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → methyl-[1-(4-nitro-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (863401-75-6)

Guidance literature:

In dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2005.05.130

Reference yield: 100.0%

methyl-[1-(4-nitro-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (863401-75-6) → tert-butyl [1-(4-aminophenyl)pyrrolidin-3-yl]methylcarbamate (643087-83-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 5h;

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

upstream raw materials:

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

4-Fluoronitrobenzene

Downstream raw materials:

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

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

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

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