(S)-2-Amino-N¹-[(1S,2S)-1-benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide

Base Information

• Chemical Name: (S)-2-Amino-N¹-[(1S,2S)-1-benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide
• CAS No.: 153380-41-7
• Molecular Formula: C₂₃H₃₅N₅O₅
• Molecular Weight: 461.561

Synonyms:(S)-2-Amino-N¹-[(1S,2S)-1-benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide

Chemical Property of (S)-2-Amino-N¹-[(1S,2S)-1-benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide

Chemical Property:

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Technology Process of (S)-2-Amino-N¹-[(1S,2S)-1-benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide

There total 14 articles about (S)-2-Amino-N¹-[(1S,2S)-1-benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide 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:

(S)-N-tert-butyl-3-[(2S,3S)-2-hydroxy-3-[(S)-2-benzyloxycarbonylaminosuccinamyl]amino-4-phenylbutanoyl]pyrrolidine-2-carboxamide (139694-65-8) → (S)-2-Amino-N1-[(1S,2S)-1-benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide (153380-41-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00085a020

Reference yield:

(2S,3S)-3-[[(benzyloxy)carbonyl]amino]-2-hydroxy-4-phenylbutanoic acid methyl ester (126015-23-4) → (S)-2-Amino-N1-[(1S,2S)-1-benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide (153380-41-7)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / Pd/C / ethanol

2: tetrahydrofuran

3: NaOH / dioxane

4: HOBt, EDI / dimethylformamide

5: H₂ / Pd/C / ethanol

With sodium hydroxide; hydrogen; benzotriazol-1-ol; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00085a020

Reference yield:

(2S,3S)-3-((S)-2-Benzyloxycarbonylamino-3-carbamoyl-propionylamino)-2-hydroxy-4-phenyl-butyric acid methyl ester → (S)-2-Amino-N1-[(1S,2S)-1-benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide (153380-41-7)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / dioxane

2: HOBt, EDI / dimethylformamide

3: H₂ / Pd/C / ethanol

With sodium hydroxide; hydrogen; benzotriazol-1-ol; palladium on activated charcoal; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00085a020

upstream raw materials:

(S)-N-tert-butyl-3-[(2S,3S)-2-hydroxy-3-[(S)-2-benzyloxycarbonylaminosuccinamyl]amino-4-phenylbutanoyl]pyrrolidine-2-carboxamide

(S)-N-tert-butyl-3-[(2S,3S)-3-[(S)-2-(tert-butoxycarbonyl)aminosuccinamyl]amino-2-hydroxy-4-phenylbutanoyl]pyrrolidine-2-carboxamide

1-(tert-butoxycarbonyl)-L-proline

(1S)-2-(tert-butylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

((R)-1-{(S)-1-[(1S,2S)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propylcarbamoyl]-2-carbamoyl-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid benzyl ester

(S)-N-tert-butyl-3-[(2S,3S)-3-[(S)-2-(2-naphthoxyacetyl)aminosuccinamyl]amino-2-hydroxy-4-phenylbutanoyl]pyrrolidine-2-carboxamide

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