N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide
• CAS No.: 1448991-12-5
• Molecular Formula: C₂₄H₂₅N₃O₄S
• Molecular Weight: 451.546
• Mol file: 1448991-12-5.mol

Synonyms:N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide

Chemical Property of N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide

There total 4 articles about N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide 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: 68.0%

(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine (1448991-03-4) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide (1448991-12-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.3987/COM-12-S(N)82

Reference yield:

(S)-1-[(2S)-1-benzylpyrrolidin-2-yl](phenyl)methanol (110529-27-6) → N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide (1448991-12-5)

Guidance literature:

Multi-step reaction with 4 steps

1: methanesulfonyl chloride; triethylamine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

2: sodium azide / dimethyl sulfoxide; N,N-dimethyl-formamide / 2 h / 55 °C / Microwave irradiation

3: hydrogen; palladium 10% on activated carbon / ethanol / 2 h / 3102.97 Torr

4: triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With sodium azide; palladium 10% on activated carbon; hydrogen; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.3987/COM-12-S(N)82

Reference yield:

(2R,3R)-1-benzyl-3-chloro-2-phenylpiperidine (1448990-99-5) → N-{(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide (1448991-12-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / dimethyl sulfoxide; N,N-dimethyl-formamide / 2 h / 55 °C / Microwave irradiation

2: hydrogen; palladium 10% on activated carbon / ethanol / 2 h / 3102.97 Torr

3: triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With sodium azide; palladium 10% on activated carbon; hydrogen; triethylamine; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.3987/COM-12-S(N)82

upstream raw materials:

(S)-1-[(2S)-1-benzylpyrrolidin-2-yl](phenyl)methanol

(2R,3R)-1-benzyl-3-chloro-2-phenylpiperidine

(S)-2-[(S)-azido(phenyl)methyl]-1-benzylpyrrolidine

(S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine