(S)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide

Base Information

• Chemical Name: (S)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide
• CAS No.: 1321992-34-0
• Molecular Formula: C₂₇H₂₇N₃O
• Molecular Weight: 409.531
• Mol file: 1321992-34-0.mol

Synonyms:

Chemical Property of (S)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide

There total 13 articles about (S)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide 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:

C20H17NO2 → (S)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide (1321992-34-0) + (R)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide (1321991-99-4)

Guidance literature:

Multi-step reaction with 6 steps

1: thionyl chloride / 0.5 h / Reflux; Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichlorormethane / 0.75 h / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 3 h / Inert atmosphere

4: 3-chloro-benzenecarboperoxoic acid / chloroform / Inert atmosphere; Reflux

5: p-toluenesulfonylanhydride / α,α,α-trifluorotoluene / 0.67 h / Inert atmosphere

6: trifluoroacetic acid / Reflux; Inert atmosphere

With thionyl chloride; palladium 10% on activated carbon; p-toluenesulfonylanhydride; hydrogen; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; dichlorormethane; chloroform; α,α,α-trifluorotoluene;

DOI:10.1021/jm200544q

Reference yield:

C20H16ClNO → (S)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide (1321992-34-0) + (R)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide (1321991-99-4)

Guidance literature:

Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / dichlorormethane / 0.75 h / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 3 h / Inert atmosphere

3: 3-chloro-benzenecarboperoxoic acid / chloroform / Inert atmosphere; Reflux

4: p-toluenesulfonylanhydride / α,α,α-trifluorotoluene / 0.67 h / Inert atmosphere

5: trifluoroacetic acid / Reflux; Inert atmosphere

With palladium 10% on activated carbon; p-toluenesulfonylanhydride; hydrogen; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; dichlorormethane; chloroform; α,α,α-trifluorotoluene;

DOI:10.1021/jm200544q

Reference yield:

C27H26N2O2 → (S)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide (1321992-34-0) + (R)-3-(2-amino-6-o-tolylquinolin-3-yl)-N-benzyl-2-methylpropanamide (1321991-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonylanhydride / α,α,α-trifluorotoluene / 0.67 h / Inert atmosphere

2: trifluoroacetic acid / Reflux; Inert atmosphere

With p-toluenesulfonylanhydride; trifluoroacetic acid; In α,α,α-trifluorotoluene;

DOI:10.1021/jm200544q

upstream raw materials:

6-bromoquinoline-3-carboxylic acid methyl ester

(6-o-tolylquinolin-3-yl)methanol

ethyl 2-methyl-3-(6-o-tolylquinolin-3-yl)acrylate

2-amino-5-bromobenzaldehyde