(3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid cyclopropyl-(2,3-dimethylbenzyl)amide

Base Information

Chemical Name:(3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid cyclopropyl-(2,3-dimethylbenzyl)amide
CAS No.:930798-43-9
Molecular Formula:C₃₉H₄₂Cl₂N₂O₃
Molecular Weight:657.68
Hs Code.:

Synonyms:(3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid cyclopropyl-(2,3-dimethylbenzyl)amide

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Chemical Property of (3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid cyclopropyl-(2,3-dimethylbenzyl)amide

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Technology Process of (3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid cyclopropyl-(2,3-dimethylbenzyl)amide

There total 7 articles about (3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid cyclopropyl-(2,3-dimethylbenzyl)amide 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: 30.0%

: 625437-38-9
cyclopropyl-(2,3-dimethyl-benzyl)-amine

: 930798-42-8
(3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid

: 930798-43-9
(3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid cyclopropyl-(2,3-dimethylbenzyl)amide

Guidance literature:: With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 5h;

Reference yield:

: 877995-77-2
1-(4-bromophenoxy)-2-(2,6-dichloro-4-methylphenoxy)ethane

: 930798-43-9
(3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid cyclopropyl-(2,3-dimethylbenzyl)amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: 0.25 h / -78 °C

1.3: 0.17 h

2.1: [Rh(OH)(cod)]2; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / tetrahydrofuran; water

3.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / Heating / reflux

3.2: 20 °C / pH 7

4.1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h

With dmap; n-butyllithium; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; [Rh(OH)(cod)]2; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; hexane; dichloromethane; water; 1,2-dichloro-ethane;

Reference yield:

: 34743-88-9
2-(4-bromophenoxy)ethanol

: 930798-43-9
(3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid cyclopropyl-(2,3-dimethylbenzyl)amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole; iodine; triphenylphosphine / toluene / 2 h / 60 °C

2.1: potassium carbonate / acetone / 20 h / Heating / reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 0.25 h / -78 °C

3.3: 0.17 h

4.1: [Rh(OH)(cod)]2; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / tetrahydrofuran; water

5.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / Heating / reflux

5.2: 20 °C / pH 7

6.1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h

With 1H-imidazole; dmap; n-butyllithium; iodine; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; [Rh(OH)(cod)]2; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; hexane; dichloromethane; water; 1,2-dichloro-ethane; acetone; toluene;