4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester

Base Information

• Chemical Name: 4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester
• CAS No.: 247048-25-5
• Molecular Formula: C₃₄H₄₇N₇O₉
• Molecular Weight: 697.789
• Mol file: 247048-25-5.mol

Synonyms:4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester

Chemical Property of 4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester

There total 4 articles about 4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl 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: 79.0%

di-tert-butyl ((3R,4R)-pyrrolidine-3,4-diyl)dicarbamate (161723-00-8) + (E)-4-(2-(ethyl(4-((4-nitrophenyl)diazenyl)phenyl)amino)ethoxy)-4-oxobutanoic acid → 4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester (247048-25-5)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃; for 2h; then 8 h at 25 deg C;

DOI:10.1016/0040-4020(94)00916-I

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester (247048-25-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NEt₃

2: ammonium formate / Pd/C

3: 79 percent / HOBt, EDC / CH₂Cl₂ / 2 h / 0 °C / then 8 h at 25 deg C

With ammonium formate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In dichloromethane;

DOI:10.1016/0040-4020(94)00916-I

Reference yield:

N-benzyl-3,4-di(Boc-amino)pyrrolidine (205251-35-0) → 4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester (247048-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium formate / Pd/C

2: 79 percent / HOBt, EDC / CH₂Cl₂ / 2 h / 0 °C / then 8 h at 25 deg C

With ammonium formate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In dichloromethane;

DOI:10.1016/0040-4020(94)00916-I

upstream raw materials:

di-tert-butyl ((3R,4R)-pyrrolidine-3,4-diyl)dicarbamate

di-tert-butyl dicarbonate

disperse red 1

N-benzyl-3,4-di(Boc-amino)pyrrolidine