[(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine

Base Information

Chemical Name:[(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine
CAS No.:1310819-16-9
Molecular Formula:C₁₈H₂₁ClN₂
Molecular Weight:300.831
Hs Code.:

Synonyms:[(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine

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Chemical Property of [(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine

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Technology Process of [(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine

There total 9 articles about [(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine 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: 80.0%

: 1310819-15-8
[(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-carbamic acid methyl ester

: 1310819-16-9
[(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine

Guidance literature:: [(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-carbamic acid methyl ester; With borane-THF; In tetrahydrofuran; at 60 ℃;

With hydrogenchloride; water; In tetrahydrofuran;

With sodium carbonate; In water; pH=10;

Reference yield:

: 93102-05-7
N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine

: 1310819-16-9
[(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Cooling with water

1.2: 67 h / 20 °C

1.3: 1 h / 5 °C / pH 1.5

2.1: hydrogen / [Ru(OAc)2((S)-2-Furyl-MeOBIPHEP)] / methanol / 20 h / 30 °C / 30003 Torr / Inert atmosphere

3.1: sulfuric acid / 19 h / 60 °C

3.2: 0 °C / pH 9

4.1: sodium methylate / methanol / 116 h / 20 °C

4.2: 19 h / 60 °C / pH 1

4.3: 0 °C / pH 9

5.1: sodium methylate; formamide / N,N-dimethyl-formamide; methanol / 3.83 h / 100 °C

6.1: potassium hydroxide; [bis(acetoxy)iodo]benzene / tetrahydrofuran / 2.25 h / 0 - 20 °C

7.1: borane-THF / tetrahydrofuran / 60 °C

7.3: pH 10

With borane-THF; [bis(acetoxy)iodo]benzene; sulfuric acid; hydrogen; sodium methylate; formamide; trifluoroacetic acid; potassium hydroxide; [Ru(OAc)2((S)-2-Furyl-MeOBIPHEP)]; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 637-87-6
1-Chloro-4-iodobenzene

: 1310819-16-9
[(3S,4R)-1-benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-methyl-amine

Guidance literature:: Multi-step reaction with 8 steps

1.1: caesium carbonate; copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 41 h / 35 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Cooling with water

2.2: 67 h / 20 °C

2.3: 1 h / 5 °C / pH 1.5

3.1: hydrogen / [Ru(OAc)2((S)-2-Furyl-MeOBIPHEP)] / methanol / 20 h / 30 °C / 30003 Torr / Inert atmosphere

4.1: sulfuric acid / 19 h / 60 °C

4.2: 0 °C / pH 9

5.1: sodium methylate / methanol / 116 h / 20 °C

5.2: 19 h / 60 °C / pH 1

5.3: 0 °C / pH 9

6.1: sodium methylate; formamide / N,N-dimethyl-formamide; methanol / 3.83 h / 100 °C

7.1: potassium hydroxide; [bis(acetoxy)iodo]benzene / tetrahydrofuran / 2.25 h / 0 - 20 °C

8.1: borane-THF / tetrahydrofuran / 60 °C

8.3: pH 10

With copper(l) iodide; borane-THF; [bis(acetoxy)iodo]benzene; sulfuric acid; hydrogen; sodium methylate; caesium carbonate; formamide; trifluoroacetic acid; potassium hydroxide; bis-triphenylphosphine-palladium(II) chloride; [Ru(OAc)2((S)-2-Furyl-MeOBIPHEP)]; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;