(2R,4S)-1-(4-Butoxy-benzenesulfonyl)-4-((S)-2-hydroxy-3-methyl-butyrylamino)-pyrrolidine-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,4S)-1-(4-Butoxy-benzenesulfonyl)-4-((S)-2-hydroxy-3-methyl-butyrylamino)-pyrrolidine-2-carboxylic acid methyl ester
CAS No.:1054622-99-9
Molecular Formula:C₂₁H₃₂N₂O₇S
Molecular Weight:456.56
Hs Code.:

Synonyms:(2R,4S)-1-(4-Butoxy-benzenesulfonyl)-4-((S)-2-hydroxy-3-methyl-butyrylamino)-pyrrolidine-2-carboxylic acid methyl ester

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Chemical Property of (2R,4S)-1-(4-Butoxy-benzenesulfonyl)-4-((S)-2-hydroxy-3-methyl-butyrylamino)-pyrrolidine-2-carboxylic acid methyl ester

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Technology Process of (2R,4S)-1-(4-Butoxy-benzenesulfonyl)-4-((S)-2-hydroxy-3-methyl-butyrylamino)-pyrrolidine-2-carboxylic acid methyl ester

There total 10 articles about (2R,4S)-1-(4-Butoxy-benzenesulfonyl)-4-((S)-2-hydroxy-3-methyl-butyrylamino)-pyrrolidine-2-carboxylic acid methyl ester 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:

: 1054619-53-2
(2R,4S)-4-((S)-2-Benzyloxy-3-methyl-butyrylamino)-1-(4-butoxy-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester

: 1054622-99-9
(2R,4S)-1-(4-Butoxy-benzenesulfonyl)-4-((S)-2-hydroxy-3-methyl-butyrylamino)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: With sulfuric acid; hydrogen; 10percent Pd/C; In methanol; for 3h; under 2792.67 Torr;
DOI:10.1021/jm000246e

Reference yield:

: 1138-56-3
4-butoxybenzene-sulfonyl chloride

: 1054622-99-9
(2R,4S)-1-(4-Butoxy-benzenesulfonyl)-4-((S)-2-hydroxy-3-methyl-butyrylamino)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N; DMAP / H₂O; dioxane / 14 h / 20 °C

2: SOCl₂ / 14 h

3: Et₃N / CH₂Cl₂ / 20 °C

4: NaN₃ / dimethylformamide / 26 h / 55 °C

5: H₂; HCOOH / 10percent Pd/C / ethanol; tetrahydrofuran / 16 h / 2792.67 Torr

6: N-methylmorpholine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; hydroxybenzotriazole / dimethylformamide / 16 h / 20 °C

7: H₂; H₂SO₄ / 10percent Pd/C / methanol / 3 h / 2792.67 Torr

With 4-methyl-morpholine; dmap; formic acid; thionyl chloride; sodium azide; sulfuric acid; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm000246e

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 1054622-99-9
(2R,4S)-1-(4-Butoxy-benzenesulfonyl)-4-((S)-2-hydroxy-3-methyl-butyrylamino)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 1 h / 55 °C

1.2: dimethylformamide / 3 h / 60 °C

2.1: N-methylmorpholine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; hydroxybenzotriazole / dimethylformamide / 16 h / 20 °C

3.1: H₂; H₂SO₄ / 10percent Pd/C / methanol / 3 h / 2792.67 Torr

With 4-methyl-morpholine; sulfuric acid; hydrogen; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 10percent Pd/C; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm000246e