N-Cbz-β-HProN(Me)PheNH2

Base Information

• Chemical Name: N-Cbz-β-HProN(Me)PheNH2
• CAS No.: 157973-97-2
• Molecular Formula: C₂₄H₂₉N₃O₄
• Molecular Weight: 423.512
• Mol file: 157973-97-2.mol

Synonyms:N-Cbz-β-HProN(Me)PheNH2

Chemical Property of N-Cbz-β-HProN(Me)PheNH2

Chemical Property:

Purity/Quality:

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Technology Process of N-Cbz-β-HProN(Me)PheNH2

There total 1 articles about N-Cbz-β-HProN(Me)PheNH2 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: 49.0%

(S)-2-(1-((benzyloxy)carbonyl)pyrrolidine-2-yl)acetic acid (56633-73-9) + N2-methyl-L-phenylalaninamide hydrochloride → N-Cbz-β-HProN(Me)PheNH2 (157973-97-2)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 120h; Ambient temperature;

DOI:10.1021/jm00037a005

Reference yield: 92.0%

N-Cbz-β-HProN(Me)PheNH2 (157973-97-2) → (S)-2-[Methyl-((S)-2-pyrrolidin-2-yl-acetyl)-amino]-3-phenyl-propionamide (157973-98-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 30h; under 760 Torr;

DOI:10.1021/jm00037a005

Reference yield:

N-Cbz-β-HProN(Me)PheNH2 (157973-97-2) → [(S)-1-[(S)-1-((S)-2-{[((S)-1-Carbamoyl-2-phenyl-ethyl)-methyl-carbamoyl]-methyl}-pyrrolidine-1-carbonyl)-5-(3-o-tolyl-ureido)-pentylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / H₂ / 10percent Pd/C / ethanol / 30 h / 760 Torr

2: 70 percent / N-hydroxybenzotriazole hydrate, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 31 h / Ambient temperature

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00037a005

upstream raw materials:

(S)-2-(1-((benzyloxy)carbonyl)pyrrolidine-2-yl)acetic acid

Downstream raw materials:

(S)-2-[Methyl-((S)-2-pyrrolidin-2-yl-acetyl)-amino]-3-phenyl-propionamide