2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester

Base Information

• Chemical Name: 2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester
• CAS No.: 296774-23-7
• Molecular Formula: C₇₂H₉₇N₅O₁₂
• Molecular Weight: 1224.59

Synonyms:2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester

Chemical Property of 2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester

Chemical Property:

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Technology Process of 2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester

There total 12 articles about 2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric 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:

N-carboxybenzyl-L-ornithine (3304-51-6,118578-06-6) → 2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester (296774-23-7)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. Na₂CO₃ / dioxane / 0 - 25 °C

2: 16.8 g / CMC; HOBT / CH₂Cl₂ / 0 - 25 °C

3: Et₂NH / dimethylformamide / 2 h / 25 °C

4: 0.45 g / dimethylformamide / 3 h / 60 °C

With sodium carbonate; benzotriazol-1-ol; diethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Acylation / 3: Substitution / 4: Acylation;

DOI:10.1016/S0968-0896(00)00097-3

Reference yield:

Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) → 2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester (296774-23-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 17.3 g / CMC; HOBT / CH₂Cl₂ / 0 - 25 °C

2: Et₂NH / dimethylformamide / 2 h / 25 °C

3: 16.8 g / CMC; HOBT / CH₂Cl₂ / 0 - 25 °C

4: Et₂NH / dimethylformamide / 2 h / 25 °C

5: 0.45 g / dimethylformamide / 3 h / 60 °C

With benzotriazol-1-ol; diethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Substitution / 3: Acylation / 4: Substitution / 5: Acylation;

DOI:10.1016/S0968-0896(00)00097-3

Reference yield:

Nα-fluorenylmethyloxycarbonyl-Nδ-benzyloxycarbonylornithine (138775-07-2) → 2-{[1-(2-{5-benzyloxycarbonylamino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester (296774-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 16.8 g / CMC; HOBT / CH₂Cl₂ / 0 - 25 °C

2: Et₂NH / dimethylformamide / 2 h / 25 °C

3: 0.45 g / dimethylformamide / 3 h / 60 °C

With benzotriazol-1-ol; diethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Substitution / 3: Acylation;

DOI:10.1016/S0968-0896(00)00097-3

upstream raw materials:

N-carboxybenzyl-L-ornithine

Fmoc-Thr(tBu)-OH

N^α-fluorenylmethyloxycarbonyl-N^δ-benzyloxycarbonylornithine

(2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid

Downstream raw materials:

2-{[1-(2-{5-amino-2-[(4''-pentyloxy-[1,1';4',1'']terphenyl-4-carbonyl)-amino]-pentanoylamino}-3-tert-butoxy-butyryl)-4-tert-butoxy-pyrrolidine-2-carbonyl]-amino}-4-(4-tert-butoxy-phenyl)-butyric acid tert-butyl ester

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