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

Base Information

Chemical Name:N-{(R)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide
CAS No.:1448991-10-3
Molecular Formula:C₂₄H₂₅N₃O₄S
Molecular Weight:451.546
Hs Code.:

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

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

Chemical Property:

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

There total 8 articles about N-{(R)-[(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: 67.0%

: 1448991-02-3
(R)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 1448991-10-3
N-{(R)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.3987/COM-12-S(N)82

Reference yield:

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

: 1448991-10-3
N-{(R)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide

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 / 3 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

Reference yield:

: 147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7
L-proline

: 1448991-10-3
N-{(R)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methyl}-4-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: thionyl chloride / 3 h / 0 °C / Reflux

2.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere; Cooling

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane; dimethyl sulfoxide / 3.33 h / -78 °C / Inert atmosphere

4.2: 3 h / 0 °C

5.1: magnesium; lithium bromide / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

5.2: 4 h / 0 - 20 °C / Inert atmosphere

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

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

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

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

With lithium aluminium tetrahydride; thionyl chloride; sodium azide; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; magnesium; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; lithium bromide; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 4.1: |Swern Oxidation / 4.2: |Swern Oxidation / 5.2: |Grignard Reaction;
DOI:10.3987/COM-12-S(N)82