(S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide

Base Information

• Chemical Name: (S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide
• CAS No.: 1027222-52-1
• Molecular Formula: C₃₄H₅₀N₄O₅
• Molecular Weight: 594.795

Synonyms:(S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide

Chemical Property of (S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide

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Technology Process of (S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide

There total 1 articles about (S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide 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:

N-ac-(O-benzyl)tyrosine (73535-46-3) → (S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide (1027222-52-1)

Guidance literature:

Multi-step reaction with 2 steps

2: EDCI, HOBt, NMM / tetrahydrofuran / 6 h

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran;

DOI:10.1021/jm9802766

Reference yield:

(S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide (1027222-52-1) → (S)-2-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 2585.7 - 2844.3 Torr;

DOI:10.1021/jm9802766

Reference yield:

(S)-2-[(S)-2-Acetylamino-3-(4-benzyloxy-phenyl)-propionylamino]-N-((S)-1-dibutylcarbamoyl-ethyl)-3-methyl-butyramide (1027222-52-1) → [1S-[1R*[R*(R*)]]]-Phosphoric acid mono-(4-{2-acetylamino-2-[1-(1-dibutylcarbamoyl-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-ethyl}-phenyl) ester

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 20percent Pd/C / methanol / 2585.7 - 2844.3 Torr

2: 1.) 1H-tetrazole, di-tert-butyl diethylphosphoramidite, 2.) 70percent aq. tert-butyl hydroperoxide, 3.) 95percent aq. TFA

With 1H-tetrazole; tert.-butylhydroperoxide; hydrogen; di-tert-butyl N,N-diethylphosphoramidite; trifluoroacetic acid; palladium on activated charcoal; In methanol;

DOI:10.1021/jm9802766

upstream raw materials:

N-ac-(O-benzyl)tyrosine

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