(3R,4R)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)-amide

Base Information

Chemical Name:(3R,4R)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)-amide
CAS No.:1428536-01-9
Molecular Formula:C₂₄H₂₉N₃O₃S
Molecular Weight:439.579
Hs Code.:

Synonyms:(3R,4R)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)-amide

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Chemical Property of (3R,4R)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)-amide

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Technology Process of (3R,4R)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)-amide

There total 13 articles about (3R,4R)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)-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:

: 1632138-39-6
thioacetic acid S-{(S)-6-[((3R*,4R*)-2-oxo-4-phenyl-pyrrolidine-3-carbonyl)-amino]-6-phenylcarbamoyl-hexyl}ester

: 1428536-01-9
(3R,4R)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)-amide

Guidance literature:: With sodium hydroxide; In ethanol; at 20 ℃;
DOI:10.1021/jm5008209

Reference yield:

: 62-53-3
aniline

: 1428536-01-9
(3R,4R)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / 20 °C

1.2: 2 h / 20 °C

2.1: 2,2'-azobis(isobutyronitrile) / 1,4-dioxane / 1 h / 75 °C

3.1: dichloromethane / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C

5.1: sodium hydroxide / ethanol / 20 °C

With 2,2'-azobis(isobutyronitrile); benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm5008209

Reference yield:

: 669091-20-7
2-acetylamino-2-(5-bromo-pentyl)-malonic acid monoethyl ester

: 1428536-01-9
(3R,4R)-2-oxo-4-phenyl-pyrrolidine-3-carboxylic acid ((S)-6-mercapto-1-phenylcarbamoyl-hexyl)-amide

Guidance literature:: Multi-step reaction with 9 steps

1: toluene / 4 h / Reflux

2: sodium hydroxide / water; ethanol / 4 h / 0 °C

3: aminoacylase; cobalt(II) chloride hexahydrate / water / 24 h / 38 °C / pH 7

4: triethylamine / water; tetrahydrofuran / 20 h / 20 °C

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxybenzotriazol-hydrate / tetrahydrofuran / 20 °C

6: ethanol / 20 °C

7: dichloromethane / 0 - 20 °C

8: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C

9: sodium hydroxide / ethanol / 20 °C

With aminoacylase; cobalt(II) chloride hexahydrate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm5008209