endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate

Base Information

• Chemical Name: endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate
• CAS No.: 280762-06-3
• Molecular Formula: C₁₈H₂₅N₃O₄
• Molecular Weight: 347.414
• Mol file: 280762-06-3.mol

Synonyms:endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate

Chemical Property of endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate

There total 3 articles about endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-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: 98.0%

(endo)-N-(2-nitrophenyl)-8-azabicyclo[3.2.1]octan-3-amine hydrochloride (1126794-93-1) + di-tert-butyl dicarbonate (24424-99-5) → endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate (280762-06-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h;

Reference yield: 98.0%

tert-butyl 3-endo-amino-8-azabicyclo[3.2.1]octane-8-carboxylate (207405-68-3,174486-93-2) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate (280762-06-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 70 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jm800598a

Reference yield:

1,1-dimethylethyl endo-3-[(phenylmethyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate (207405-67-2) → endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate (280762-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol

2: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 16 h / 70 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; methanol;

DOI:10.1021/jm200279v

upstream raw materials:

tert-butyl 3-endo-amino-8-azabicyclo[3.2.1]octane-8-carboxylate

ortho-nitrofluorobenzene

(endo)-N-(2-nitrophenyl)-8-azabicyclo[3.2.1]octan-3-amine hydrochloride

di-tert-butyl dicarbonate

Downstream raw materials:

C₁₄H₁₇N₃