4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyric acid p-toluenesulfonate

Base Information

Chemical Name:4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyric acid p-toluenesulfonate
CAS No.:1198149-99-3
Molecular Formula:C₇H₈O₃S*C₂₁H₂₄ClNO₄
Molecular Weight:562.084
Hs Code.:

Synonyms:4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyric acid p-toluenesulfonate

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Chemical Property of 4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyric acid p-toluenesulfonate

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Technology Process of 4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyric acid p-toluenesulfonate

There total 8 articles about 4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyric acid p-toluenesulfonate 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: 84.8%

: 1198149-97-1
ethyl 4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyrate

: 104-15-4
toluene-4-sulfonic acid

: 1198149-99-3
4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyric acid p-toluenesulfonate

Guidance literature:: ethyl 4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyrate; With water; sodium hydroxide; In ethanol; at 20 ℃; for 16h; Large scale reaction;

toluene-4-sulfonic acid; In water; at 15 - 25 ℃; Large scale reaction;
DOI:10.1021/op900231j

Reference yield:

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 1198149-99-3
4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyric acid p-toluenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap / dichloromethane / 0 - 20 °C / Industry scale

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / 20 °C / Industry scale

2.2: 18 h / 55 °C / Industry scale

3.1: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere; Industry scale

3.2: 3 h / pH 10

4.1: potassium carbonate / acetonitrile / 68 h / 50 - 60 °C / Industry scale; Inert atmosphere

5.1: sodium hydroxide / ethanol; water / 16 h / 20 °C / Industry scale

5.2: 1 h / 20 - 25 °C

With hydrogenchloride; dmap; potassium tert-butylate; potassium carbonate; sodium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 106-39-8
bromochlorobenzene

: 1198149-99-3
4-{(2S)-2-[4-(4-chlorophenoxy)phenoxymethyl]pyrrolidin-1-yl}butyric acid p-toluenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate; copper(l) iodide; N,N-dimethylglycine hydrochoride / 1,4-dioxane / 20 - 110 °C / Industry scale; Inert atmosphere

2.1: chloro-trimethyl-silane; sodium iodide / acetonitrile / 20 °C / Industry scale; Reflux

2.2: 0.67 h / 23 °C / Industry scale

3.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / 20 °C / Industry scale

3.2: 18 h / 55 °C / Industry scale

4.1: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere; Industry scale

4.2: 3 h / pH 10

5.1: potassium carbonate / acetonitrile / 68 h / 50 - 60 °C / Industry scale; Inert atmosphere

6.1: sodium hydroxide / ethanol; water / 16 h / 20 °C / Industry scale

6.2: 1 h / 20 - 25 °C

With hydrogenchloride; copper(l) iodide; chloro-trimethyl-silane; potassium tert-butylate; N,N-dimethylglycine hydrochoride; potassium carbonate; caesium carbonate; sodium iodide; sodium hydroxide; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; acetonitrile;