(2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-carboxylic acid
CAS No.:1446653-78-6
Molecular Formula:C₂₆H₂₅NO₅S
Molecular Weight:463.554
Hs Code.:

Synonyms:(2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-carboxylic acid

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Chemical Property of (2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-carboxylic acid

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Technology Process of (2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-carboxylic acid

There total 11 articles about (2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-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: 50.0%

: 1446655-58-8
C₂₇H₂₇NO₅S

: 1446653-78-6
(2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-carboxylic acid

Guidance literature:: C₂₇H₂₇NO₅S; With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃;

With hydrogenchloride; In water; pH=3 - 4;

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 1446653-78-6
(2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: thionyl chloride / Reflux

2.1: potassium carbonate / water; diethyl ether / 2 h / 0 - 20 °C

3.1: triethylamine / dichloromethane / 20 - 40 °C

4.1: cesium fluoride / N,N-dimethyl-formamide / 40 h / 60 °C

5.1: 1 h / 0 - 20 °C

5.2: 48 h / 20 °C

6.1: sodium hydroxide / tetrahydrofuran / 1.5 h / 0 - 20 °C

6.2: pH 3 - 4

7.1: borane-THF / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

8.1: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

9.1: potassium hydrogencarbonate / 0.5 h / 0 °C

10.1: triethylamine / dichloromethane / 0.5 h / 0 °C

11.1: N,N-dimethyl-formamide / 80 °C

12.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 - 20 °C

13.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 20 °C

13.2: pH 3 - 4

With thionyl chloride; borane-THF; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; potassium carbonate; potassium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; cesium fluoride; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 33996-30-4
trans-4-hydroxy-L-proline ethyl ester hydrochloride

: 1446653-78-6
(2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: potassium carbonate / water; diethyl ether / 2 h / 0 - 20 °C

2.1: triethylamine / dichloromethane / 20 - 40 °C

3.1: cesium fluoride / N,N-dimethyl-formamide / 40 h / 60 °C

4.1: 1 h / 0 - 20 °C

4.2: 48 h / 20 °C

5.1: sodium hydroxide / tetrahydrofuran / 1.5 h / 0 - 20 °C

5.2: pH 3 - 4

6.1: borane-THF / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

8.1: potassium hydrogencarbonate / 0.5 h / 0 °C

9.1: triethylamine / dichloromethane / 0.5 h / 0 °C

10.1: N,N-dimethyl-formamide / 80 °C

11.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 - 20 °C

12.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 20 °C

12.2: pH 3 - 4

With borane-THF; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; potassium carbonate; potassium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; cesium fluoride; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;