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

Base Information

Chemical Name:(3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid
CAS No.:930798-42-8
Molecular Formula:C₂₇H₂₇Cl₂NO₄
Molecular Weight:500.422
Hs Code.:

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

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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

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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

There total 6 articles about (3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid 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: 70.0%

: 930798-41-7
(3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid tert-butyl ester

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

Guidance literature:: (3R,4S)-1-benzyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}pyrrolidine-3-carboxylic acid tert-butyl ester; With trifluoroacetic acid; In 1,2-dichloro-ethane; for 2h; Heating / reflux;

With sodium hydroxide; In water; 1,2-dichloro-ethane; at 20 ℃; pH=7;

Reference yield:

: 930798-40-6
(4-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]phenyl)-boronic acid

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.2: 20 °C / pH 7

With trifluoroacetic acid; [Rh(OH)(cod)]2; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; water; 1,2-dichloro-ethane;

Reference yield:

: 1-bromo-4-(2-iodoethoxy)benzene

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

Guidance literature:: Multi-step reaction with 4 steps

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

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

2.2: 0.25 h / -78 °C

2.3: 0.17 h

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

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

4.2: 20 °C / pH 7

With n-butyllithium; potassium carbonate; trifluoroacetic acid; [Rh(OH)(cod)]2; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; hexane; water; 1,2-dichloro-ethane; acetone;