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

Base Information

• Chemical Name: (S)-benzyl 2-((3'-(2-(benzyloxy)benzamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate
• CAS No.: 1407543-95-6
• Molecular Formula: C₃₇H₃₃N₅O₅
• Molecular Weight: 627.7
• Mol file: 1407543-95-6.mol

Synonyms:(S)-benzyl 2-((3'-(2-(benzyloxy)benzamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

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

There total 4 articles about (S)-benzyl 2-((3'-(2-(benzyloxy)benzamido)-[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: 92.0%

(S)-benzyl 2-((3'-amino-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate (1407543-93-4) + 2-benzyloxybenzoyl chloride (4349-62-6) → (S)-benzyl 2-((3'-(2-(benzyloxy)benzamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate (1407543-95-6)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1055/s-0032-1316582

Reference yield:

2-benzyloxybenzoic acid (14389-86-7) → (S)-benzyl 2-((3'-(2-(benzyloxy)benzamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate (1407543-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / Reflux

2: pyridine / dichloromethane / 0 - 20 °C

With pyridine; thionyl chloride; In dichloromethane;

DOI:10.1055/s-0032-1316582

Reference yield:

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → (S)-benzyl 2-((3'-(2-(benzyloxy)benzamido)-[2,2'-bipyridin]-3-yl)carbamoyl)pyrrolidine-1-carboxylate (1407543-95-6)

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: pyridine / dichloromethane / 0 - 20 °C

With pyridine; 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

upstream raw materials:

2-Chloro-3-nitropyridine

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

2-benzyloxybenzoyl chloride

2-benzyloxybenzoic acid

Downstream raw materials:

(S)-N-(3'-(2-hydroxybenzamido)-[2,2'-bipyridin]-3-yl)pyrrolidine-2-carboxamide