(S)-2-Amino-N¹-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propyl]-succinamide

Base Information

• Chemical Name: (S)-2-Amino-N¹-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propyl]-succinamide
• CAS No.: 1053748-44-9
• Molecular Formula: C₂₆H₄₃N₅O₄
• Molecular Weight: 489.659

Synonyms:(S)-2-Amino-N¹-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propyl]-succinamide

Chemical Property of (S)-2-Amino-N¹-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propyl]-succinamide

Chemical Property:

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Technology Process of (S)-2-Amino-N¹-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propyl]-succinamide

There total 8 articles about (S)-2-Amino-N¹-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-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)-1-[(1S,2R)-1-Benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propylcarbamoyl]-2-carbamoyl-ethyl}-carbamic acid benzyl ester (148245-99-2) → (S)-2-Amino-N1-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propyl]-succinamide (1053748-44-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00054a014

Reference yield:

N-benzyloxycarbonyl-3(S)-amino-1,2(S)epoxy-4-phenylbutane (128018-44-0) → (S)-2-Amino-N1-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propyl]-succinamide (1053748-44-9)

Guidance literature:

Multi-step reaction with 5 steps

1: propan-2-ol / Heating

2: CH₂Cl₂ / Ambient temperature

3: H₂ / Pd(C) / ethanol

4: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC), 1-hydroxybenzotriazole hydrate (HOBT) / dimethylformamide

5: H₂ / Pd(C) / ethanol

With hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm00054a014

Reference yield:

(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate (26049-94-5) → (S)-2-Amino-N1-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propyl]-succinamide (1053748-44-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 43 percent / NaBH₄ / methanol; tetrahydrofuran

2: 90 percent / KOH / ethanol

3: propan-2-ol / Heating

4: CH₂Cl₂ / Ambient temperature

5: H₂ / Pd(C) / ethanol

6: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC), 1-hydroxybenzotriazole hydrate (HOBT) / dimethylformamide

7: H₂ / Pd(C) / ethanol

With potassium hydroxide; sodium tetrahydroborate; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm00054a014

upstream raw materials:

{(S)-1-[(1S,2R)-1-Benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propylcarbamoyl]-2-carbamoyl-ethyl}-carbamic acid benzyl ester

N-benzyloxycarbonyl-3(S)-amino-1,2(S)epoxy-4-phenylbutane

(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

N-benzyloxycarbonyl-3(S)-amino-1-chloro-4-phenyl-2(S)-butanol

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