(S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-amide

Base Information

• Chemical Name: (S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-amide
• CAS No.: 1026579-68-9
• Molecular Formula: C₂₈H₄₂F₂N₄O₆
• Molecular Weight: 568.661

Synonyms:(S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-amide

Chemical Property of (S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-amide

Chemical Property:

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Technology Process of (S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-amide

There total 5 articles about (S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-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:

((1S,2R)-3,3-Difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-carbamic acid benzyl ester → (S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-amide (1026579-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / ethanol / 4 h / 2585.7 Torr

2: HOBT, N-methylmorpholine, EDC / tetrahydrofuran / 24 h

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm970250z

Reference yield:

4-methoxy-benzoyl chloride (100-07-2) → (S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-amide (1026579-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / Et₃N / tetrahydrofuran / 1 h

2: 6.5 g / TFA / 0.5 h

3: HOBT, N-methylmorpholine, EDC / tetrahydrofuran / 24 h

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1021/jm970250z

Reference yield:

L-valyl-L-proline tert-butyl ester (95500-68-8) → (S)-1-[(S)-2-(4-Methoxy-benzoylamino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid ((1S,2R)-3,3-difluoro-2-hydroxy-1-isopropyl-3-propylcarbamoyl-propyl)-amide (1026579-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / Et₃N / tetrahydrofuran / 1 h

2: 6.5 g / TFA / 0.5 h

3: HOBT, N-methylmorpholine, EDC / tetrahydrofuran / 24 h

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1021/jm970250z

upstream raw materials:

(4-methoxybenzoyl)-L-valyl-L-proline

4-methoxy-benzoyl chloride

L-valyl-L-proline tert-butyl ester

N-(4-methoxybenzoyl)-L-valyl-L-proline tert-butyl ester

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