(S)-3-((S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester

Base Information

• Chemical Name: (S)-3-((S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester
• CAS No.: 163659-49-2
• Molecular Formula: C₄₆H₆₉N₇O₁₁
• Molecular Weight: 896.094
• Mol file: 163659-49-2.mol

Synonyms:(S)-3-((S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester

Chemical Property of (S)-3-((S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-((S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester

There total 3 articles about (S)-3-((S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester 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: 71.0%

H-Asp(OBut)-Val-Val-Gly-NH2 (145277-66-3) + (S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionic acid (163659-45-8,163659-46-9) → (S)-3-((S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester (163659-49-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at -5 - 20 ℃; for 16h;

DOI:10.1039/c39930000304

Reference yield:

L-Phenylalanine benzyl ester (962-39-0) → (S)-3-((S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester (163659-49-2)

Guidance literature:

Multi-step reaction with 4 steps

2: 75 percent / Ag₂O / toluene / 3 h / Ambient temperature

3: 95 percent / H₂ / Pd/C / ethanol / 1 h / Ambient temperature

4: 71 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC), Et₃N, hydroxybenzotriazole (HOBt) / dimethylformamide / 16 h / -5 - 20 °C

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

DOI:10.1039/c39930000304

Reference yield:

(S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionic acid benzyl ester (148080-99-3,163659-44-7) → (S)-3-((S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester (163659-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / Pd/C / ethanol / 1 h / Ambient temperature

2: 71 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC), Et₃N, hydroxybenzotriazole (HOBt) / dimethylformamide / 16 h / -5 - 20 °C

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

DOI:10.1039/c39930000304

upstream raw materials:

H-Asp(OBu^t)-Val-Val-Gly-NH₂

(S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionic acid

L-Phenylalanine benzyl ester

(S)-2-{(S)-2-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethylamino]-propionylamino}-3-phenyl-propionic acid benzyl ester