(S)-benzyl 2-((3'-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-benzyl 2-((3'-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate
• CAS No.: 1407543-94-5
• Molecular Formula: C₃₃H₃₈N₆O₆
• Molecular Weight: 614.701
• Mol file: 1407543-94-5.mol

Synonyms:(S)-benzyl 2-((3'-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

Chemical Property of (S)-benzyl 2-((3'-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl 2-((3'-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

There total 3 articles about (S)-benzyl 2-((3'-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-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%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + (S)-benzyl 2-((3'-amino-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate (1407543-93-4) → (S)-benzyl 2-((3'-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate (1407543-94-5)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-0032-1316582

Reference yield:

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → (S)-benzyl 2-((3'-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate (1407543-94-5)

Guidance literature:

Multi-step reaction with 4 steps

1: copper / N,N-dimethyl-formamide / 0.75 h / 150 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / ethanol / 8 h / 20 °C / 760.05 Torr

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C

With palladium 10% on activated carbon; hydrogen; copper; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-0032-1316582

Reference yield:

2,2'-bipyridine-3,3'-diamine (75449-26-2) → (S)-benzyl 2-((3'-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate (1407543-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1055/s-0032-1316582

upstream raw materials:

2-Chloro-3-nitropyridine

1-(tert-butoxycarbonyl)-L-proline

(S)-benzyl 2-((3'-amino-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

2,2'-bipyridine-3,3'-diamine

Downstream raw materials:

(S)-benzyl 2-((3'-((S)-pyrrolidine-2-carboxamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate